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

HRID 66296Notes

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 a pale yellow liquid, and used below (without further purification).

Sources & evidence

ORD record: ord-5c71c61cfb3f4914867dd92a07d9dadf
Source dataset: uspto-grants-1978_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04131611

Reaction notes

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