Thionyl Chloride → Benzeneacetyl chloride, 4-bromo-

HRID 400298Notes

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 99%

Procedure

4-Bromophenylacetic acid (20 g, 0.093 mol) in thionyl chloride (29.46 mL, 0.4 mol) was heated under an argon atmosphere at 60° C. for 2 h. Removal of excess thionyl chloride in vacuo yielded a colourless oil (21.5 g), which was directly used in the next step as obtained.

Workup

customRemoval of excess thionyl chloride in vacuo

Sources & evidence

ORD record: ord-cda79a0e6ec54b82862585162342a44c
Source dataset: uspto-grants-1998_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05827863

Reaction notes

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