Azobisisobutyronitrile → 3-(Bromomethyl)-4-chloro-1,1'-biphenyl

3.90 g (19.2 mmol) of 4-chloro-3-methylbiphenyl was dissolved in 100 ml of carbon tetrachloride and to this solution was added 632 mg (3.85 mmol) of 2,2′-azobisisobutylonitrile, and the mixture was stirred at room temperature for 15 minutes. To this solution was added 3.43 g (19.2 mmol) of N-bromosuccinimide, and the mixture was stirred for 3.5 hours while heating under reflux. To the reaction solution was further added 632 mg (3.85 mmol) of 2,2′-azobisisobutyronitrile and 300 mg (1.69 mmol) of N-bromosuccinimide, and the mixture was stirred for 2 hours under reflux with heating. The reaction mixture was filtrated, and the filtrate was concentrated. The residue was subjected to silica gel column chromatography (eluant: hexane) to obtain 4.69 g of 2-chloro-5-phenylbenzyl bromide in the form of colorless transparent oil.

1. stirringthe mixture was stirred for 3.5 hours
2. temperaturewhile heating
3. temperatureunder reflux
4. stirringthe mixture was stirred for 2 hours
5. temperatureunder reflux
6. temperaturewith heating
7. filtrationThe reaction mixture was filtrated
8. concentrationthe filtrate was concentrated

ORD-Eintrag

ord-c2045f944fe748f0a0f78d25d3bdf080

Quelldatensatz

uspto-grants-2004_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06762197B2