Reaction #4151050
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-239cd8be61ed445fba51b546d2c9b9a4No renderable structure data available
CC(=O)OCC(=O)C1=C(C=C(C=C1)F)FChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | [2-(2,4-difluorophenyl)-2-oxoethyl] acetate |
|---|---|
| IUPAC Name | — |
| CAS Number | 122263-03-0 |
| Database ID | 15253026 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
[2-(2,4-difluorophenyl)-2-oxoethyl] acetate (CAS 122263-03-0) 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 15253026
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-239cd8be61ed445fba51b546d2c9b9a4Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f799ed2957644f6ba7b7327a05268ee6Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-239cd8be61ed445fba51b546d2c9b9a4Conditions: temp:20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Add 191 g of 2-chloro-2',4'-difluoroacetophenone (Aldrich Chemical Co.) to a mixture of 246 g of sodium acetate, 3 g of Nal, and 3 L of DMF. Stir the mixture at 20° C. for 18 hr. then concentrate it to 1 L. Pour the residue into 6 L of cold dilute aqueous HCl and extract with EtOAc. Wash the extract with brine, dry it over anhydrous Na2SO4, filter the so-formed mixture, and evaporate the filtrate to leave a residue. Chromatograph the residue on silica gel, eluting with CH2Cl-2-hexane to obtain 198 g of the title compound. ##STR101## then concentrate it to 1 L Pour the residue into 6 L of cold dilute aqueous HCl extract with EtOAc Wash the extract with brine dry it over anhydrous Na2SO4 filter the so-formed mixture evaporate the filtrate to leave a residue Chromatograph the residue on silica gel, eluting with CH2Cl-2-hexane
Source ID: ord-bd0ac4e5b46a46aca17674cb4ca454ebConditions: temp:20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Add 191 g of 2-chloro-2',4'-difluoroacetophenone (Aldrich Chemical Co.) to a mixture of 246 g of sodium acetate, 3 g of NaI, and 3L of DMF. Stir the mixture at 20° C. for 18 hr. then concentrate it to 1L. Pour the residue into 6L of cold dilute aqueous HCl and extract with EtOAc. Wash the extract with brine, dry it over anhydrous Na2SO4, filter the so-formed mixture, and evaporate the filtrate to leave a residue. Chromatograph the residue on silica gel, eluting with CH2Cl-2-hexane to obtain 198 g of the title compound. ##STR100## then concentrate it to 1L Pour the residue into 6L of cold dilute aqueous HCl extract with EtOAc Wash the extract with brine dry it over anhydrous Na2SO4 filter the so-formed mixture evaporate the filtrate to leave a residue Chromatograph the residue on silica gel, eluting with CH2Cl-2-hexane
Source ID: ord-eb9c289ca5424a7897b7e86b9bb5286cConditions: temp:20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Add 191 g of 2-chloro-2',4'-difluoroacetophenone (Aldrich Chemical Co.) to a mixture of 246 g of sodium acetate, 3 g of NaI, and 3L of DMF. Stir the mixture at 20° C. for 18 hr. then concentrate it to 1L. Pour the residue into 6L of cold dilute aqueous HCl and extract with EtOAc. Wash the extract with brine, dry it over anhydrous Na2SO4, filter the so-formed mixture, and evaporate the filtrate to leave a residue. Chromatograph the residue on silica gel, eluting with CH2Cl-2-hexane to obtain 198 g of the title compound. ##STR100## then concentrate it to 1L Pour the residue into 6L of cold dilute aqueous HCl extract with EtOAc Wash the extract with brine dry it over anhydrous Na2SO4 filter the so-formed mixture evaporate the filtrate to leave a residue Chromatograph the residue on silica gel, eluting with CH2Cl-2-hexane
Source ID: ord-eb9c289ca5424a7897b7e86b9bb5286cConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f799ed2957644f6ba7b7327a05268ee6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 2-chloro-2',4'-difluoroacetophenone (19.0 g) and anhydrous sodium acetate (16.4 g) in acetic acid (50 ml) was heated under reflux for 4 hours and then evaporated. The residue was partitioned between ethyl acetate and water. The organic layer was separated, washed with sodium bicarbonate solution and dried (Na2SO4). Evaporation of the solvent gave an oil which was triturated with hexane. The resulting solid was filtered off, washed with hexane and dried to give the title compound, (16.2 g), m.p. 54°-56°. under reflux for 4 hours evaporated The residue was partitioned between ethyl acetate and water The organic layer was separated washed with sodium bicarbonate solution dried (Na2SO4) Evaporation of the solvent gave an oil which was triturated with hexane The resulting solid was filtered off washed with hexane dried
Source ID: ord-902b878929484048b3814608a2f3389eConditions: temp:20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Add 191 g of 2-chloro-2',4'-difluoroacetophenone (Aldrich Chemical Co.) to a mixture of 246 g of sodium acetate, 3 g of Nal, and 3 L of DMF. Stir the mixture at 20° C. for 18 hr. then concentrate it to 1 L. Pour the residue into 6 L of cold dilute aqueous HCl and extract with EtOAc. Wash the extract with brine, dry it over anhydrous Na2SO4, filter the so-formed mixture, and evaporate the filtrate to leave a residue. Chromatograph the residue on silica gel, eluting with CH2Cl-2-hexane to obtain 198 g of the title compound. ##STR94## then concentrate it to 1 L Pour the residue into 6 L of cold dilute aqueous HCl extract with EtOAc Wash the extract with brine dry it over anhydrous Na2SO4 filter the so-formed mixture evaporate the filtrate to leave a residue Chromatograph the residue on silica gel, eluting with CH2Cl-2-hexane
Source ID: ord-e30dad9efa6542c4b7dd74181b54a7e6Conditions: temp:20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Add 191 g of 2-chloro-2',4'-difluoroacetophenone (Aldrich Chemical Co.) to a mixture of 246 g of sodium acetate, 3 g of Nal, and 3 L of DMF. Stir the mixture at 20° C. for 18 hr. then concentrate it to 1 L. Pour the residue into 6 L of cold dilute aqueous HCl and extract with EtOAc. Wash the extract with brine, dry it over anhydrous Na2SO4, filter the so-formed mixture, and evaporate the filtrate to leave a residue. Chromatograph the residue on silica gel, eluting with CH2Cl-2-hexane to obtain 198 g of the title compound. ##STR94## then concentrate it to 1 L Pour the residue into 6 L of cold dilute aqueous HCl extract with EtOAc Wash the extract with brine dry it over anhydrous Na2SO4 filter the so-formed mixture evaporate the filtrate to leave a residue Chromatograph the residue on silica gel, eluting with CH2Cl-2-hexane
Source ID: ord-e30dad9efa6542c4b7dd74181b54a7e6Conditions: temp:20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Add 191 g of 2-chloro-2',4'-difluoroacetophenone (Aldrich Chemical Co.) to a mixture of 246 g of sodium acetate, 3 g of Nal, and 3 L of DMF. Stir the mixture at 20° C. for 18 hr. then concentrate it to 1 L. Pour the residue into 6 L of cold dilute aqueous HCl and extract with EtOAc. Wash the extract with brine, dry it over anhydrous Na2SO4, filter the so-formed mixture, and evaporate the filtrate to leave a residue. Chromatograph the residue on silica gel, eluting with CH2Cl-2-hexane to obtain 198 g of the title compound. ##STR94## then concentrate it to 1 L Pour the residue into 6 L of cold dilute aqueous HCl extract with EtOAc Wash the extract with brine dry it over anhydrous Na2SO4 filter the so-formed mixture evaporate the filtrate to leave a residue Chromatograph the residue on silica gel, eluting with CH2Cl-2-hexane
Source ID: ord-e30dad9efa6542c4b7dd74181b54a7e6Conditions: temp:20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Add 191 g of 2-chloro-2',4'-difluoroacetophenone (Aldrich Chemical Co.) to a mixture of 246 g of sodium acetate, 3 g of Nal, and 3 L of DMF. Stir the mixture at 20° C. for 18 hr. then concentrate it to 1 L. Pour the residue into 6 L of cold dilute aqueous HCl and extract with EtOAc. Wash the extract with brine, dry it over anhydrous Na2SO4, filter the so-formed mixture, and evaporate the filtrate to leave a residue. Chromatograph the residue on silica gel, eluting with CH2Cl-2-hexane to obtain 198 g of the title compound. ##STR106## then concentrate it to 1 L Pour the residue into 6 L of cold dilute aqueous HCl extract with EtOAc Wash the extract with brine dry it over anhydrous Na2SO4 filter the so-formed mixture evaporate the filtrate to leave a residue Chromatograph the residue on silica gel, eluting with CH2Cl-2-hexane
Source ID: ord-9c6248ed8239429586c2404d78fe6499PubChem References
These sources are listed in the compound's public database record.
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