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

HRID 1762740Notes

Reaction equation

HRID 1762740 reaction equation
[Cl:1][C:2]1[CH:20]=[C:19]([F:21])[C:18]([F:22])=[CH:17][C:3]=1[C:4]([CH:6](C(OCC)=O)[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5]>O1CCOCC1.O>[Cl:1][C:2]1[CH:20]=[C:19]([F:21])[C:18]([F:22])=[CH:17][C:3]=1[C:4](=[O:5])[CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8]

Participants

4

Reactant 1

HCID 14425827Diethyl (2-chloro-4,5-difluorobenzoyl)propanedioate

Product 1

HCID 14423850Ethyl 3-(2-chloro-4,5-difluorophenyl)-3-oxopropanoateYield 73%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 25.5 g of (2-chloro-4,5-difluorobenzoyl)propanedioic acid, diethyl ester in 500 ml of p-dioxane and 2.74 ml of water was refluxed for 3 hours, then evaporated to dryness and distilled on a Kugelrohr, giving 14.6 g of the desired compound as a bright yellow oil.

Workup

  1. customevaporated to dryness
  2. distillationdistilled on a Kugelrohr

Sources & evidence

ORD record
ord-50ced1a5ace846fd9c89ffe944b9815b
Source dataset
uspto-grants-1989_05
Patent number
US04833270

Reaction notes

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