o-Benzylbenzoic acid → 2-Benzylbenzoyl chloride

HRID 1735234Notes

Reaction equation

[C:1]1([CH2:7][C:8]2[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=2[C:10](O)=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:19])=O>>[C:1]1([CH2:7][C:8]2[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=2[C:10]([Cl:19])=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

Reactant 2

HCID 11924o-Benzylbenzoic acid

HCID 24386Thionyl Chloride

Product 1

HCID 126823622-Benzylbenzoyl chloride

Procedure

A mixture of 5.0 g of 2-(phenylmethyl) benzoic acid in 5.0 ml of thionyl chloride is heated on a steam bath for 1 hour. The volatiles are evaporated in vacuo to give 5.74 g of the desired product as an oil. M+ =227 as methyl ester.

Workup

temperatureis heated on a steam bath for 1 hour
customThe volatiles are evaporated in vacuo

Sources & evidence

ORD record: ord-ed0915140c69421ea4c23a96083bfe55
Source dataset: uspto-grants-1996_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05536718

Reaction notes

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