Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1365595Generated: October 29, 2026

Dichloromethane → 1-Bromo-4-(bromomethyl)-2-chlorobenzene

https://huagongshe.com/reaction/1365595

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantN-bromobutanimideHCID 67184—
Reactant4-Bromo-2-chlorotolueneHCID 2735554—
Product1-Bromo-4-(bromomethyl)-2-chlorobenzeneHCID 12947392—

Reaction Conditions

Temperature100 °C

Reaction Steps

A suspension of N-bromosuccinimide (16.4 g, 87.4 mmol), 4-bromo-chlorotoluene (18.2 g, 87.4 mmol) and α,α′-azoisobutyronitrile (0.67 g, 4 mmol) in 90 mL dichloromethane is heated in the microwave for 1 min at 100° C. and then cooled overnight at −20° C. The resulting white precipitate is filtered and the filtrate is evaporated down. The residue is stirred with 100 mL diethyl ether, filtered, evaporated down and filtered again.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07893049B2
Source datasetuspto-grants-2011_02
ORD IDord-2c378dfcb8524addb7a3e12bd180a73c
Source noteuspto-grants-2011_02