Thionyl Chloride → Benzeneacetyl chloride, 4-bromo-

HRID 931505Notes

Reaction equation

[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=O)=[CH:4][CH:3]=1.S(Cl)([Cl:14])=O>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([Cl:14])=[O:11])=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 74654Benzeneacetic acid, 4-bromo-

Product 1

HCID 181552Benzeneacetyl chloride, 4-bromo-Yield 92%

Procedure

A solution of 2-(4-bromophenyl)acetic acid (20.0 g, 93.46 mmol, 1.00 equiv) in thionyl chloride (40 mL) was refluxed for 2 h. The resulting mixture was concentrated under vacuum to give 20 g (92%) of 2-(4-bromophenyl)acetyl chloride as a white solid.

Workup

concentrationThe resulting mixture was concentrated under vacuum

Sources & evidence

ORD record: ord-a337be744cdd40b696d3325b9d5eb624
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09296732B2

Reaction notes

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