Chloroacetone → 3-Phenylthiopropan-2-one

HRID 1925532Notes

Reaction equation

HRID 1925532 reaction equation
C([O-])([O-])=O.[K+].[K+].[C:7]1([SH:13])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.Cl[CH2:15][C:16](=[O:18])[CH3:17]>CN(C=O)C>[C:7]1([S:13][CH2:15][C:16](=[O:18])[CH3:17])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 6571ChloroacetoneHCID 7969ThiophenolHCID 11430Potassium Carbonate

Product 1

HCID 2471293-Phenylthiopropan-2-oneYield 93%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

13.8 g (100.0 mmol) of K2CO3 were added to a solution of 5.1 ml (50.0 mmol) of thiophenol and 4.22 ml (52.5 mmol) of chloroacetone in DMF (30 ml), and the mixture was stirred for 2 h at RT. Concentration in vacuo was then carried out. The residue was purified by means of CC (EA/hex 15:85), yielding 7.7 g (46.3 mmol, 93%) of 1-(phenylthio)propan-2-one.

Workup

  1. concentrationConcentration in vacuo
  2. customThe residue was purified by means of CC (EA/hex 15:85)

Sources & evidence

ORD record
ord-993fd84157364b6b8cc10cebbe2775a2
Source dataset
uspto-grants-2012_05
Patent number
US08178684B2

Reaction notes

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