Ethyl 3-(2-chloro-4,5-difluorophenyl)-3-oxopropanoate → Ethyl 2-(2-chloro-4,5-difluorobenzoyl)-3-ethoxyacrylate

HRID 974664Notes

Reaction equation

HRID 974664 reaction equation
[Cl:1][C:2]1[CH:15]=[C:14]([F:16])[C:13]([F:17])=[CH:12][C:3]=1[C:4]([CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5].[CH:18]([O-])([O-])[O:19][CH2:20][CH3:21]>C(OC(=O)C)(=O)C>[Cl:1][C:2]1[CH:15]=[C:14]([F:16])[C:13]([F:17])=[CH:12][C:3]=1[C:4]([C:6](=[CH:18][O:19][CH2:20][CH3:21])[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5]

Participants

4

Reactant 2

HCID 14423850Ethyl 3-(2-chloro-4,5-difluorophenyl)-3-oxopropanoateHCID 53630039Ethylorthoformate

Product 1

HCID 54163438Ethyl 2-(2-chloro-4,5-difluorobenzoyl)-3-ethoxyacrylateYield 98.7%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

Into a 200 cc glass reactor equipped with a stirrer, 26.3 g of ethyl 2-chloro-4,5-difluorobenzoylacetate, 23.7 g of ethyl ortho-formate and 40 ml of acetic anhydride were charged, and reacted at a reaction temperature of from 120° to 135° C. After completion of the reaction, the reaction mixture was concentrated by distillation under reduced pressure to obtain 31.5 g of the desired compound as the residue.

Workup

  1. customInto a 200 cc glass reactor equipped with a stirrer
  2. customreacted at a reaction temperature of from 120° to 135° C
  3. customAfter completion of the reaction
  4. concentrationthe reaction mixture was concentrated by distillation under reduced pressure

Sources & evidence

ORD record
ord-0509bda8af1e41ab8b4b29ab6fe13ce4
Source dataset
uspto-grants-1991_11
Patent number
US05068449

Reaction notes

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