No renderable structure data available
C1CCC(CC1)C2=C(C=CC(=C2)Cl)OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 4-chloro-2-cyclohexylphenol |
|---|---|
| IUPAC Name | — |
| CAS Number | 13081-17-9 |
| Database ID | 83120 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
4-chloro-2-cyclohexylphenol (CAS 13081-17-9) 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 83120
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-2ad53dac1f4944ac9903bdedb9f78359Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-78a7bf927d5141a7b7513837e1f2d04eConditions: temp:-5.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 19 g (90.2 mmol) of 4-chloro-2-cyclohexylphenol, 4.64 ml (33.18 mmol) of triethylamine and 223 mg (1.8 mmol) of 4-(dimethylamino)pyridine are dissolved in 264 ml of dichloromethane, the mixture is cooled to −5° C., and 29.6 ml (180 mmol) of trifluoromethanesulfonic anhydride are added dropwise. The batch is stirred overnight at room temperature and filtered through silica gel with dichloromethane, giving the product 7, which is employed in the next step without further purification. filtered through silica gel with dichloromethane
Source ID: ord-55f07e4467df4f35a9840a534c5bfa5bConditions: temp:-5.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 19 g (90.2 mmol) of 4-chloro-2-cyclohexylphenol, 4.64 ml (33.18 mmol) of triethylamine and 223 mg (1.8 mmol) of 4-(dimethylamino)pyridine are dissolved in 264 ml of dichloromethane, the mixture is cooled to −5° C., and 29.6 ml (180 mmol) of trifluoromethanesulfonic anhydride are added dropwise. The batch is stirred overnight at room temperature and filtered through silica gel with dichloromethane, giving the product 7, which is employed in the next step without further purification. filtered through silica gel with dichloromethane
Source ID: ord-55f07e4467df4f35a9840a534c5bfa5bConditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a stirred solution of 1-fluoro-4-nitrobenzene (10 mmol) in DMF (10 mL) at rt, solid potassium carbonate (30 mmol) was added followed by addition of 4-chloro-2-cyclohexylphenol (10 mmol) to the reaction mixture and heating to 80° C. until the reaction was complete as indicated by TLC or HPLC. After cooling to rt, the reaction mixture was poured into EtOAc (80ml), washed with H2O (2×40 ml) and brine (60 mL), and dried over sodium sulfate. The solvent was removed in vacuuo to afford the desired 4-(4-chloro-2-cyclohexylphenoxy)-1-nitrobenzene. The crude product was used for further transformation. After cooling to rt washed with H2O (2×40 ml) and brine (60 mL) dried over sodium sulfate The solvent was removed in vacuuo
Source ID: ord-4d840a161f1d406e909392d2141116daConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Triphenylphosphine (7.47 g, 19.58 mmol) was added to a solution of 2-cyclohexyl-4-chlorophenol (6 g, 28.48 mmol) and 2-hydroxyethylmorpholine (3.5 g, 28.48 mmol) in tetrahydrofuran (50 ml), followed by the dropwise addition of diethylazodicarboxylate (4.5 ml, 28.48 mmol). The mixture stirred at room temperature for 12 hours. The reaction mixture was concentrated under reduced pressure and triturated with dichloromethane/hexanes and then washed with more hexanes. Chromatography (silica, 10-20-30% ethyl acetate/hexanes) afforded 8.4 g (95%) of 3-cyclohexyl-4-morpholinoethoxy-chlorobenzene as a yellowish oil. The reaction mixture was concentrated under reduced pressure triturated with dichloromethane/hexanes washed with more hexanes
Source ID: ord-0587300284a0486c8710401c67d8f9c2Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a stirred solution of 1-fluoro-4-nitrobenzene (10 mmol) in DMF (10 mL) at rt, solid potassium carbonate (30 mmol) was added followed by addition of 4-chloro-2-cyclohexylphenol (10 mmol) to the reaction mixture and heating to 80° C. until the reaction was complete as indicated by TLC or HPLC. After cooling to rt, the reaction mixture was poured into EtOAc (80 ml), washed with H2O (2×40 ml) and brine (60 mL), and dried over sodium sulfate. The solvent was removed in vacuuo to afford the desired 4-(4-chloro-2-cyclohexylphenoxy)-1-nitrobenzene. The crude product was used for further transformation. After cooling to rt washed with H2O (2×40 ml) and brine (60 mL) dried over sodium sulfate The solvent was removed in vacuuo
Source ID: ord-31e3056647044bc28e7ac833a0dea674Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-2ad53dac1f4944ac9903bdedb9f78359Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-78a7bf927d5141a7b7513837e1f2d04eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Triphenylphosphine (7.47 g, 19.58 mmol) was added to a solution of 2-cyclohexyl-4-chlorophenol (6 g, 28.48 mmol) and 2-hydroxyethylmorpholine (3.5 g, 28.48 mmol) in tetrahydrofuran (50 ml), followed by the dropwise addition of diethylazodicarboxylate (4.5 ml, 28.48 mmol). The mixture stirred at room temperature for 12 hours. The reaction mixture was concentrated under reduced pressure and triturated with dichloromethane/hexanes and then washed with more hexanes. Chromatography (silica, 10-20-30% ethyl acetate/hexanes) afforded 8.4 g (95%) of 3-cyclohexyl-4-morpholinoethoxy-chlorobenzene as a yellowish oil. The reaction mixture was concentrated under reduced pressure triturated with dichloromethane/hexanes washed with more hexanes
Source ID: ord-0587300284a0486c8710401c67d8f9c2Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a stirred solution of 1-fluoro-4-nitrobenzene (10 mmol) in DMF (10 mL) at rt, solid potassium carbonate (30 mmol) was added followed by addition of 4-chloro-2-cyclohexylphenol (10 mmol) to the reaction mixture and heating to 80° C. until the reaction was complete as indicated by TLC or HPLC. After cooling to rt, the reaction mixture was poured into EtOAc (80 ml), washed with H2O (2×40 ml) and brine (60 mL), and dried over sodium sulfate. The solvent was removed in vacuuo to afford the desired 4-(4-chloro-2-cyclohexylphenoxy)-1-nitrobenzene. The crude product was used for further transformation. After cooling to rt washed with H2O (2×40 ml) and brine (60 mL) dried over sodium sulfate The solvent was removed in vacuuo
Source ID: ord-31e3056647044bc28e7ac833a0dea674Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a stirred solution of 1-fluoro-4-nitrobenzene (10 mmol) in DMF (10 mL) at rt, solid potassium carbonate (30 mmol) was added followed by addition of 4-chloro-2-cyclohexylphenol (10 mmol) to the reaction mixture and heating to 80° C. until the reaction was complete as indicated by TLC or HPLC. After cooling to rt, the reaction mixture was poured into EtOAc (80 ml), washed with H2O (2×40 ml) and brine (60 mL), and dried over sodium sulfate. The solvent was removed in vacuuo to afford the desired 4-(4-chloro-2-cyclohexylphenoxy)-1-nitrobenzene. The crude product was used for further transformation . After cooling to rt washed with H2O (2×40 ml) and brine (60 mL) dried over sodium sulfate The solvent was removed in vacuuo
Source ID: ord-ce1acece40d34bd5800e1bd117857218PubChem References
These sources are listed in the compound's public database record.
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