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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 863401Generated: October 30, 2026

N-bromobutanimide → Methyl 4-bromo-2-(bromomethyl)benzoate

https://huagongshe.com/reaction/863401

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
ReactantMethyl 4-bromo-2-methylbenzoateHCID 22031226—
CatalystTungstenHCID 23964—
SolventDichloromethaneHCID 6344—
ProductMethyl 4-bromo-2-(bromomethyl)benzoateHCID 2203107966%

Reaction Conditions

Temperature-15 °C

Reaction Steps

A mixture of methyl 4-bromo-2-methylbenzoate (45 g), N-bromosuccinimide (38.4 g) and dichloromethane was heated at reflux under irradiation from two 120 Watt tungsten lamps for five hours. The mixture was then cooled to -15° C. and filtered and the filtrate was evaporated. The residue was recrystallised from cyclohexane to give methyl 4-bromo-2-(bromomethyl)benzoate as pale yellow crystals (39.9 g), m.p. 79.2° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05721193
Source datasetuspto-grants-1998_02
ORD IDord-ec0182be879b4ecb97b3c2867c710a1f
Source noteuspto-grants-1998_02