Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1066615Generated: October 26, 2026

Azobisisobutyronitrile → 1-(Bromomethyl)-3-methoxy-5-methylbenzene

https://huagongshe.com/reaction/1066615

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
Reactant3,5-DimethylanisoleHCID 70126—
SolventCarbon TetrachlorideHCID 5943—
Product1-(Bromomethyl)-3-methoxy-5-methylbenzeneHCID 58553468%

Reaction Steps

A suspension of 3,5-dimethylanisole (13.60 g, 100 mmol), N-bromosuccinimide (18.35 g, 100 mmol) and 2,2′-azobis(2-methylpropionitrile) in CCl4 was heated under reflux for 1 h. The succinimide was filtered off, the filtrate was concentrated and the residue was chromatographed (SiO2, CH2Cl2/hexane 1:4). There were obtained 14.61 g (68%) of 1-bromomethyl-3-methoxy-5-methyl-benzene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06242644B1
Source datasetuspto-grants-2001_06
ORD IDord-10a65cbfb5ea4cdcabe444371a923be5
Source noteuspto-grants-2001_06