p-Toluenesulfonic acid → Ethyl 3-(2,4-difluorophenyl)-3-oxopropanoate

HRID 2209979Notes

Reaction equation

HRID 2209979 reaction equation
[F:1][C:2]1[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:3]=1[C:4]([CH:6](C(OCC)=O)[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5].C1(C)C=CC(S(O)(=O)=O)=CC=1>O>[F:1][C:2]1[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:3]=1[C:4]([CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5]

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 15105381Diethyl (2,4-difluorobenzoyl)malonate

Product 1

HCID 2758338Ethyl 3-(2,4-difluorophenyl)-3-oxopropanoate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

41.4 g of the crude diethyl (2,4-difluorobenzoyl)malonate in 130 ml of water and 170 mg of p-toluenesulphonic acid are refluxed for 8.5 hours. The mixture is extracted using methylene chloride, and the methylene chloride phase is washed with water, dried over sodium sulphate and concentrated in vacuo.

Workup

  1. extractionThe mixture is extracted
  2. washthe methylene chloride phase is washed with water
  3. dry with materialdried over sodium sulphate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-004f342da97a46c88ff818f4982d3639
Source dataset
uspto-grants-1995_10
Patent number
US05457104

Reaction notes

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