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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 3973Generated: October 23, 2026

Methyl phenylacetate → Benzeneacetic acid, alpha-bromo-, methyl ester

https://huagongshe.com/en/reaction/3973

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl phenylacetateHCID 7559—
ReactantN-bromobutanimideHCID 67184—
CatalystBenzoyl PeroxideHCID 7187—
SolventCarbon TetrachlorideHCID 5943—
ProductBenzeneacetic acid, alpha-bromo-, methyl esterHCID 13780693.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

In this example, a mixture containing 5.93 g of N-bromosuccinimide, 5.0 g of methyl phenylacetate; and a catalytic amount (about 0.1 g) of benzoyl peroxide in 50 ml of carbon tetrachloride was warmed to reflux and then refluxed for about 12 hours. The mixture was then cooled to about 0° C. and filtered. The filtrate was concentrated by evaporation under vacuum affording 7.1 g of the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04723031
Source datasetuspto-grants-1988_02
ORD IDord-5dcd18cf32f744b38e1a3a9e2e554156
Source noteuspto-grants-1988_02