Thionyl Chloride → 4-Chlorobenzenepropanoyl chloride

HRID 1364459Notes

Reaction equation

S(Cl)([Cl:3])=O.[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][C:14]([OH:16])=O)=[CH:8][CH:7]=1>>[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][C:14]([Cl:3])=[O:16])=[CH:8][CH:7]=1

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 123137beta-(p-Chlorophenyl)propionic acid

Product 1

HCID 122065164-Chlorobenzenepropanoyl chlorideYield 100%

Procedure

Thionyl chloride (16.31 g, 137.09 mmol) was added to 3-(4-chlorophenyl)propionic acid (3.0 g, 16.25 mmol) at room temperature. The reaction mixture was stirred for 20 hours, then concentrated to afford 3.3 g of 3-(4-chlorophenyl)propionyl chloride.

Workup

concentrationconcentrated

Sources & evidence

ORD record: ord-20695e0c129f4cd6bcdb41fd50283c41
Source dataset: uspto-grants-2011_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07888366B2

Reaction notes

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