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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1634373Generated: October 26, 2026

Azobisisobutyronitrile → 3-(4-Chlorophenyl)-3-bromopropyl methyl ether

https://huagongshe.com/reaction/1634373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
Reactant3-(4-Chlorophenyl)propyl methyl etherHCID 12056645—
Solvent1,2-DichloroethaneHCID 11—
Product3-(4-Chlorophenyl)-3-bromopropyl methyl etherHCID 12056646108.5%

Reaction Steps

A mixture of 3-(4-chlorophenyl)propyl methyl ether (8.6 g, 46.5 mmol), N-bromosuccinimide (NBS; 9.43 g, 52.9 mmol), and a catalyst amount of 2,2′-azobisisobutyronitrile in ethylene dichloride (236 ml) was heated at 65° to 70° C. for three hours. The cooled reaction mixture was washed successively with water, saturated aqueous sodium bicarbonate and water, dried over anhydrous sodium sulfate and concentrated in vacuo to afford crude title compound (13.3 g) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06506800B2
Source datasetuspto-grants-2003_01
ORD IDord-ab1b445fb6f74e288a677a46d9927c0c
Source noteuspto-grants-2003_01