Water → HCID 19981885, compound

HRID 1460459Notes

Reaction equation

HRID 1460459 reaction equation
[C:1]([O-:4])(=[S:3])[CH3:2].[K+].Cl[CH:7]([C:13]1[CH:18]=[CH:17][C:16]([CH3:19])=[C:15]([CH3:20])[CH:14]=1)[C:8]([O:10][CH2:11][CH3:12])=[O:9].O>CN(C=O)C>[C:1]([S:3][CH:7]([C:13]1[CH:18]=[CH:17][C:16]([CH3:19])=[C:15]([CH3:20])[CH:14]=1)[C:8]([O:10][CH2:11][CH3:12])=[O:9])(=[O:4])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 10799298Ethyl 2-chloro-2-(3,4-dimethylphenyl)acetateHCID 23670855Potassium ethanethioate

Product 1

HCID 19981885HCID 19981885, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Potassium thioacetate (CH3COSK, 8.31 g) was added in small portions to a solution of ethyl 2-chloro-2-(3,4-dimethylphenyl)acetate (15 g) in DMF (80 ml). The mixture was stirred at room temperature for 2 hours, at the end of which time it was poured into water and extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried (MgSO4) and the solvent was distilled off to give ethyl 2-acetylthio-2-(3,4-dimethylphenyl)acetate (16.5 g, 94%) as an oil.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with water
  3. dry with materialdried (MgSO4)
  4. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-92e6d99f8e9542769fbe0dea95dcbaf6
Source dataset
uspto-grants-1991_12
Patent number
US05071841

Reaction notes

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