Thionyl Chloride → 2-Acetylthiomethyl-3-(2-methylphenyl)propionyl chloride

HRID 1651727Notes

Reaction equation

HRID 1651727 reaction equation
[C:1]([S:4][CH2:5][CH:6]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH3:17])[C:7](O)=[O:8])(=[O:3])[CH3:2].S(Cl)([Cl:20])=O>C1(C)C=CC=CC=1>[C:1]([S:4][CH2:5][CH:6]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH3:17])[C:7]([Cl:20])=[O:8])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 100607772-Acetylthiomethyl-3-(2-methylphenyl)propionic acid

Product 1

HCID 230503112-Acetylthiomethyl-3-(2-methylphenyl)propionyl chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To 2-acetylthiomethyl-3-(2-methylphenyl)propionic acid (1.80 g, 7.0 mmol) in toluene (50 ml) add thionyl chloride (1.25 g, 10.5 mmol). Stir 18 hr, concentrate, dilute with toluene, concentrate, and repeat to obtain 2-acetylthiomethyl-3-(2-methylphenyl)propionyl chloride, a yellow liquid.

Workup

  1. concentrationconcentrate
  2. additiondilute with toluene
  3. concentrationconcentrate

Sources & evidence

ORD record
ord-f02e4d3e8a874e5bb72fe9470d38609a
Source dataset
uspto-grants-1990_05
Patent number
US04929641

Reaction notes

Loading…