No renderable structure data available
CCOC(=O)C(C#N)C1=CC=C(C=C1)FChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | ethyl 2-cyano-2-(4-fluorophenyl)acetate |
|---|---|
| IUPAC Name | — |
| CAS Number | 15032-42-5 |
| Database ID | 11310281 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
ethyl 2-cyano-2-(4-fluorophenyl)acetate (CAS 15032-42-5) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 11310281
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-0be8c48dfc8a46e2b0897f1b2395fbc6Conditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of sodium hydride (4.2 g, 177.7 mmol) in THF was added 4-fluoro phenyl acetonitrile (10 g, 74.0 mmol) at −10° C. The reaction mixture was stirred for 15 min at the same temperature. Diethyl carbonate (10.5 g, 88.0 mmol) was added to the reaction mixture and the reaction mixture was allowed to come to room temperature and heated to 40° C. (Caution: Reaction will start suddenly and exothermic). The heating path was removed immediately once the reaction was started and the reaction mixture was cooled under ice/acetone. The solution was allowed to come to room temperature and stirred for 1 h. The reaction mass was cooled to 0° C. and quenched with aqueous saturated ammonium chloride and extracted with ethyl acetate (50 mL×3). The combined organic layer was washed with water (50 mL), brine solution (50 mL), dried over anhydrous Na2SO4 and evaporated under reduced pressure to give ethyl 2-cyano-2-(4-fluorophenyl)acetate as crude compound as crude compound (10 g). The crude compound was taken to the next step without further purification. LC-MS (M−H)+=206.2. 1H NMR (400 MHz, CDCl3) δ ppm 7.44 (2H, m), 7.11 (2H, m), 4.69 (1H, s), 4.27-4.22 (2H, q, J=7.2 Hz). 1.26 (3H, m) to come to room temperature Reaction The heating path was removed immediately once the reaction the reaction mixture was cooled under ice/acetone to come to room temperature stirred for 1 h The reaction mass was cooled to 0° C. quenched with aqueous saturated ammonium chloride extracted with ethyl acetate (50 mL×3) The combined organic layer was washed with water (50 mL), brine solution (50 mL) dried over anhydrous Na2SO4 evaporated under reduced pressure
Source ID: ord-8f338a221f1248a991c4751c2b2ce670Conditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of sodium hydride (4.2 g, 177.7 mmol) in THF was added 4-fluoro phenyl acetonitrile (10 g, 74.0 mmol) at −10° C. The reaction mixture was stirred for 15 min at the same temperature. Diethyl carbonate (10.5 g, 88.0 mmol) was added to the reaction mixture and the reaction mixture was allowed to come to room temperature and heated to 40° C. (Caution: Reaction will start suddenly and exothermic). The heating path was removed immediately once the reaction was started and the reaction mixture was cooled under ice/acetone. The solution was allowed to come to room temperature and stirred for 1 h. The reaction mass was cooled to 0° C. and quenched with aqueous saturated ammonium chloride and extracted with ethyl acetate (50 mL×3). The combined organic layer was washed with water (50 mL), brine solution (50 mL), dried over anhydrous Na2SO4 and evaporated under reduced pressure to give ethyl 2-cyano-2-(4-fluorophenyl)acetate as crude compound as crude compound (10 g). The crude compound was taken to the next step without further purification. LC-MS (M−H)+=206.2. 1H NMR (400 MHz, CDCl3) δ ppm 7.44 (2H, m), 7.11 (2H, m), 4.69 (1H, s), 4.27-4.22 (2H, q, J=7.2 Hz). 1.26 (3H, m) to come to room temperature Reaction The heating path was removed immediately once the reaction the reaction mixture was cooled under ice/acetone to come to room temperature stirred for 1 h The reaction mass was cooled to 0° C. quenched with aqueous saturated ammonium chloride extracted with ethyl acetate (50 mL×3) The combined organic layer was washed with water (50 mL), brine solution (50 mL) dried over anhydrous Na2SO4 evaporated under reduced pressure
Source ID: ord-b25ffc7a8e78498ca5328c9259d3718bConditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of sodium hydride (4.2 g, 177.7 mmol) in THF was added 4-fluoro phenyl acetonitrile (10 g, 74.0 mmol) at −10° C. The reaction mixture was stirred for 15 min at the same temperature. Diethyl carbonate (10.5 g, 88.0 mmol) was added to the reaction mixture and the reaction mixture was allowed to come to room temperature and heated to 40° C. (Caution: Reaction will start suddenly and exothermic). The heating path was removed immediately once the reaction was started and the reaction mixture was cooled under ice/acetone. The solution was allowed to come to room temperature and stirred for 1 h. The reaction mass was cooled to 0° C. and quenched with aqueous saturated ammonium chloride and extracted with ethyl acetate (50 mL×3). The combined organic layer was washed with water (50 mL), brine solution (50 mL), dried over anhydrous Na2SO4 and evaporated under reduced pressure to give ethyl 2-cyano-2-(4-fluorophenyl)acetate as crude compound as crude compound (10 g). The crude compound was taken to the next step without further purification. LC-MS (M−H)+=206.2. 1H NMR (400 MHz, CDCl3) δ ppm 7.44 (2H, m), 7.11 (2H, m), 4.69 (1H, s), 4.27-4.22 (2H, q, J=7.2 Hz). 1.26 (3H, m) to come to room temperature Reaction The heating path was removed immediately once the reaction the reaction mixture was cooled under ice/acetone to come to room temperature stirred for 1 h The reaction mass was cooled to 0° C. quenched with aqueous saturated ammonium chloride extracted with ethyl acetate (50 mL×3) The combined organic layer was washed with water (50 mL), brine solution (50 mL) dried over anhydrous Na2SO4 evaporated under reduced pressure
Source ID: ord-b25ffc7a8e78498ca5328c9259d3718bConditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of sodium hydride (4.2 g, 177.7 mmol) in THF was added 4-fluoro phenyl acetonitrile (10 g, 74.0 mmol) at −10° C. The reaction mixture was stirred for 15 min at the same temperature. Diethyl carbonate (10.5 g, 88.0 mmol) was added to the reaction mixture and the reaction mixture was allowed to come to room temperature and heated to 40° C. (Caution: Reaction will start suddenly and exothermic). The heating path was removed immediately once the reaction was started and the reaction mixture was cooled under ice/acetone. The solution was allowed to come to room temperature and stirred for 1 h. The reaction mass was cooled to 0° C. and quenched with aqueous saturated ammonium chloride and extracted with ethyl acetate (50 mL×3). The combined organic layer was washed with water (50 mL), brine solution (50 mL), dried over anhydrous Na2SO4 and evaporated under reduced pressure to give ethyl 2-cyano-2-(4-fluorophenyl)acetate as crude compound as crude compound (10 g). The crude compound was taken to the next step without further purification. LC-MS (M−H)+=206.2. 1H NMR (400 MHz, CDCl3) δ ppm 7.44 (2H, m), 7.11 (2H, m), 4.69 (1H, s), 4.27-4.22 (2H, q, J=7.2 Hz). 1.26 (3H, m) to come to room temperature Reaction The heating path was removed immediately once the reaction the reaction mixture was cooled under ice/acetone to come to room temperature stirred for 1 h The reaction mass was cooled to 0° C. quenched with aqueous saturated ammonium chloride extracted with ethyl acetate (50 mL×3) The combined organic layer was washed with water (50 mL), brine solution (50 mL) dried over anhydrous Na2SO4 evaporated under reduced pressure
Source ID: ord-c0e76f7eb4994f97b9d407a438d3b6baConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-0be8c48dfc8a46e2b0897f1b2395fbc6Conditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of sodium hydride (4.2 g, 177.7 mmol) in THF was added 4-fluoro phenyl acetonitrile (10 g, 74.0 mmol) at −10° C. The reaction mixture was stirred for 15 min at the same temperature. Diethyl carbonate (10.5 g, 88.0 mmol) was added to the reaction mixture and the reaction mixture was allowed to come to room temperature and heated to 40° C. (Caution: Reaction will start suddenly and exothermic). The heating path was removed immediately once the reaction was started and the reaction mixture was cooled under ice/acetone. The solution was allowed to come to room temperature and stirred for 1 h. The reaction mass was cooled to 0° C. and quenched with aqueous saturated ammonium chloride and extracted with ethyl acetate (50 mL×3). The combined organic layer was washed with water (50 mL), brine solution (50 mL), dried over anhydrous Na2SO4 and evaporated under reduced pressure to give ethyl 2-cyano-2-(4-fluorophenyl)acetate as crude compound as crude compound (10 g). The crude compound was taken to the next step without further purification. LC-MS (M−H)+=206.2. 1H NMR (400 MHz, CDCl3) δ ppm 7.44 (2H, m), 7.11 (2H, m), 4.69 (1H, s), 4.27-4.22 (2H, q, J=7.2 Hz). 1.26 (3H, m) to come to room temperature Reaction The heating path was removed immediately once the reaction the reaction mixture was cooled under ice/acetone to come to room temperature stirred for 1 h The reaction mass was cooled to 0° C. quenched with aqueous saturated ammonium chloride extracted with ethyl acetate (50 mL×3) The combined organic layer was washed with water (50 mL), brine solution (50 mL) dried over anhydrous Na2SO4 evaporated under reduced pressure
Source ID: ord-144e952bb59147bdbf8832dad72fd5b1Conditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of sodium hydride (4.2 g, 177.7 mmol) in THF was added 4-fluoro phenyl acetonitrile (10 g, 74.0 mmol) at −10° C. The reaction mixture was stirred for 15 min at the same temperature. Diethyl carbonate (10.5 g, 88.0 mmol) was added to the reaction mixture and the reaction mixture was allowed to come to room temperature and heated to 40° C. (Caution: Reaction will start suddenly and exothermic). The heating path was removed immediately once the reaction was started and the reaction mixture was cooled under ice/acetone. The solution was allowed to come to room temperature and stirred for 1 h. The reaction mass was cooled to 0° C. and quenched with aqueous saturated ammonium chloride and extracted with ethyl acetate (50 mL×3). The combined organic layer was washed with water (50 mL), brine solution (50 mL), dried over anhydrous Na2SO4 and evaporated under reduced pressure to give ethyl 2-cyano-2-(4-fluorophenyl)acetate as crude compound as crude compound (10 g). The crude compound was taken to the next step without further purification. LC-MS (M−H)+=206.2. 1H NMR (400 MHz, CDCl3) δ ppm 7.44 (2H, m), 7.11 (2H, m), 4.69 (1H, s), 4.27-4.22 (2H, q, J=7.2 Hz). 1.26 (3H, m) to come to room temperature Reaction The heating path was removed immediately once the reaction the reaction mixture was cooled under ice/acetone to come to room temperature stirred for 1 h The reaction mass was cooled to 0° C. quenched with aqueous saturated ammonium chloride extracted with ethyl acetate (50 mL×3) The combined organic layer was washed with water (50 mL), brine solution (50 mL) dried over anhydrous Na2SO4 evaporated under reduced pressure
Source ID: ord-144e952bb59147bdbf8832dad72fd5b1Conditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of sodium hydride (4.2 g, 177.7 mmol) in THF was added 4-fluoro phenyl acetonitrile (10 g, 74.0 mmol) at −10° C. The reaction mixture was stirred for 15 min at the same temperature. Diethyl carbonate (10.5 g, 88.0 mmol) was added to the reaction mixture and the reaction mixture was allowed to come to room temperature and heated to 40° C. (Caution: Reaction will start suddenly and exothermic). The heating path was removed immediately once the reaction was started and the reaction mixture was cooled under ice/acetone. The solution was allowed to come to room temperature and stirred for 1 h. The reaction mass was cooled to 0° C. and quenched with aqueous saturated ammonium chloride and extracted with ethyl acetate (50 mL×3). The combined organic layer was washed with water (50 mL), brine solution (50 mL), dried over anhydrous Na2SO4 and evaporated under reduced pressure to give ethyl 2-cyano-2-(4-fluorophenyl)acetate as crude compound as crude compound (10 g). The crude compound was taken to the next step without further purification. LC-MS (M−H)+=206.2. 1H NMR (400 MHz, CDCl3) δ ppm 7.44 (2H, m), 7.11 (2H, m), 4.69 (1H, s), 4.27-4.22 (2H, q, J=7.2 Hz). 1.26 (3H, m) to come to room temperature Reaction The heating path was removed immediately once the reaction the reaction mixture was cooled under ice/acetone to come to room temperature stirred for 1 h The reaction mass was cooled to 0° C. quenched with aqueous saturated ammonium chloride extracted with ethyl acetate (50 mL×3) The combined organic layer was washed with water (50 mL), brine solution (50 mL) dried over anhydrous Na2SO4 evaporated under reduced pressure
Source ID: ord-144e952bb59147bdbf8832dad72fd5b1Conditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of sodium hydride (4.2 g, 177.7 mmol) in THF was added 4-fluoro phenyl acetonitrile (10 g, 74.0 mmol) at −10° C. The reaction mixture was stirred for 15 min at the same temperature. Diethyl carbonate (10.5 g, 88.0 mmol) was added to the reaction mixture and the reaction mixture was allowed to come to room temperature and heated to 40° C. (Caution: Reaction will start suddenly and exothermic). The heating path was removed immediately once the reaction was started and the reaction mixture was cooled under ice/acetone. The solution was allowed to come to room temperature and stirred for 1 h. The reaction mass was cooled to 0° C. and quenched with aqueous saturated ammonium chloride and extracted with ethyl acetate (50 mL×3). The combined organic layer was washed with water (50 mL), brine solution (50 mL), dried over anhydrous Na2SO4 and evaporated under reduced pressure to give ethyl 2-cyano-2-(4-fluorophenyl)acetate as crude compound as crude compound (10 g). The crude compound was taken to the next step without further purification. LC-MS (M−H)+=206.2. 1H NMR (400 MHz, CDCl3) δ ppm 7.44 (2H, m), 7.11 (2H, m), 4.69 (1H, s), 4.27-4.22 (2H, q, J=7.2 Hz). 1.26 (3H, m) to come to room temperature Reaction The heating path was removed immediately once the reaction the reaction mixture was cooled under ice/acetone to come to room temperature stirred for 1 h The reaction mass was cooled to 0° C. quenched with aqueous saturated ammonium chloride extracted with ethyl acetate (50 mL×3) The combined organic layer was washed with water (50 mL), brine solution (50 mL) dried over anhydrous Na2SO4 evaporated under reduced pressure
Source ID: ord-8f338a221f1248a991c4751c2b2ce670Conditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of sodium hydride (4.2 g, 177.7 mmol) in THF was added 4-fluoro phenyl acetonitrile (10 g, 74.0 mmol) at −10° C. The reaction mixture was stirred for 15 min at the same temperature. Diethyl carbonate (10.5 g, 88.0 mmol) was added to the reaction mixture and the reaction mixture was allowed to come to room temperature and heated to 40° C. (Caution: Reaction will start suddenly and exothermic). The heating path was removed immediately once the reaction was started and the reaction mixture was cooled under ice/acetone. The solution was allowed to come to room temperature and stirred for 1 h. The reaction mass was cooled to 0° C. and quenched with aqueous saturated ammonium chloride and extracted with ethyl acetate (50 mL×3). The combined organic layer was washed with water (50 mL), brine solution (50 mL), dried over anhydrous Na2SO4 and evaporated under reduced pressure to give ethyl 2-cyano-2-(4-fluorophenyl)acetate as crude compound as crude compound (10 g). The crude compound was taken to the next step without further purification. LC-MS (M−H)+=206.2. 1H NMR (400 MHz, CDCl3) δ ppm 7.44 (2H, m), 7.11 (2H, m), 4.69 (1H, s), 4.27-4.22 (2H, q, J=7.2 Hz). 1.26 (3H, m) to come to room temperature Reaction The heating path was removed immediately once the reaction the reaction mixture was cooled under ice/acetone to come to room temperature stirred for 1 h The reaction mass was cooled to 0° C. quenched with aqueous saturated ammonium chloride extracted with ethyl acetate (50 mL×3) The combined organic layer was washed with water (50 mL), brine solution (50 mL) dried over anhydrous Na2SO4 evaporated under reduced pressure
Source ID: ord-b25ffc7a8e78498ca5328c9259d3718bConditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of sodium hydride (4.2 g, 177.7 mmol) in THF was added 4-fluoro phenyl acetonitrile (10 g, 74.0 mmol) at −10° C. The reaction mixture was stirred for 15 min at the same temperature. Diethyl carbonate (10.5 g, 88.0 mmol) was added to the reaction mixture and the reaction mixture was allowed to come to room temperature and heated to 40° C. (Caution: Reaction will start suddenly and exothermic). The heating path was removed immediately once the reaction was started and the reaction mixture was cooled under ice/acetone. The solution was allowed to come to room temperature and stirred for 1 h. The reaction mass was cooled to 0° C. and quenched with aqueous saturated ammonium chloride and extracted with ethyl acetate (50 mL×3). The combined organic layer was washed with water (50 mL), brine solution (50 mL), dried over anhydrous Na2SO4 and evaporated under reduced pressure to give ethyl 2-cyano-2-(4-fluorophenyl)acetate as crude compound as crude compound (10 g). The crude compound was taken to the next step without further purification. LC-MS (M−H)+=206.2. 1H NMR (400 MHz, CDCl3) δ ppm 7.44 (2H, m), 7.11 (2H, m), 4.69 (1H, s), 4.27-4.22 (2H, q, J=7.2 Hz). 1.26 (3H, m) to come to room temperature Reaction The heating path was removed immediately once the reaction the reaction mixture was cooled under ice/acetone to come to room temperature stirred for 1 h The reaction mass was cooled to 0° C. quenched with aqueous saturated ammonium chloride extracted with ethyl acetate (50 mL×3) The combined organic layer was washed with water (50 mL), brine solution (50 mL) dried over anhydrous Na2SO4 evaporated under reduced pressure
Source ID: ord-c0e76f7eb4994f97b9d407a438d3b6baPubChem References
These sources are listed in the compound's public database record.
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