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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1452127Generated: November 2, 2026

Benzohydroxamic acid → Benzeneacetic acid, 2-(bromomethyl)-, methyl ester

https://huagongshe.com/reaction/1452127

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzohydroxamic acidHCID 10313—
ReactantPotassium CarbonateHCID 11430—
ReactantN-bromobutanimideHCID 67184—
ReactantMethyl 2-(2-methylphenyl)acetateHCID 7021479—
SolventAcetonitrileHCID 6342—
ProductBenzeneacetic acid, 2-(bromomethyl)-, methyl esterHCID 15168495—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 102 g (0.74 mol) of benzohydroxamic acid 2, 111 g (0.80 mol) of pulverised potassium carbonate and 1400 ml of acetonitrile is heated to 60° C. After 0.5 h, 162 g of methyl o-bromomethylphenylacetate 1, which is obtained as 68% crude product from the bromination of methyl o-tolylacetate with N-bromosuccinimide, dissolved in 100 ml of acetonitrile, is added dropwise over 0.5 h at 60° C.-65° C. and the reaction mixture is stirred for 5.5 h at this temperature.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05606095
Source datasetuspto-grants-1997_02
ORD IDord-2cd2d58c15bc48eab857a8e9c22036e3
Source noteuspto-grants-1997_02