Phosphorus tribromide → Methyl 2-bromo-2-(3-methoxyphenyl)acetate

HRID 1903269Notes

Reaction equation

[CH3:1][O:2][C:3](=[O:14])[CH:4]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][CH3:13])[CH:7]=1)O.P(Br)(Br)[Br:16]>>[Br:16][CH:4]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][CH3:13])[CH:7]=1)[C:3]([O:2][CH3:1])=[O:14]

Participants

Reactant 2

HCID 24614Phosphorus tribromide

HCID 296017Methyl 2-hydroxy-2-(3-methoxyphenyl)acetate

Product 1

HCID 289522Methyl 2-bromo-2-(3-methoxyphenyl)acetate

Procedure

Methyl-m-methoxymandelate is reacted with phosphorous tribromide by the method of I. P. Beletskaya, Zh. Obshch. Khim. 34: 321(1964) to give methyl bromo-(m-methoxyphenyl)acetate as pale yellow liquid, and used below (without further purification).

Sources & evidence

ORD record: ord-bd005cf50d13446e9db6fdbae3cae64d
Source dataset: uspto-grants-1984_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04435419

Reaction notes

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