Thionyl Chloride → 2-Acetylthiomethyl-3-(2-methylphenyl)propionyl chloride
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
Product 1
Reagents, catalysts & solvents 1
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
- concentrationconcentrate
- additiondilute with toluene
- concentrationconcentrate
Sources & evidence
- ORD record
- ord-f02e4d3e8a874e5bb72fe9470d38609a
- Source dataset
- uspto-grants-1990_05
- Patent number
- US04929641
Reaction notes
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