N-bromobutanimide → 2-Bromo-5-chlorobenzyl bromide

20.5 g (100 mmol) of 2-bromo-5-chlorotoluene was dissolved in 200 ml of carbon tetrachloride, 0.2 g (1 mmol) of AIBN and 19.6 g (110 mmol) of N-bromosuccinimide were added thereto, the resulting mixture was refluxed for 2 hours and cooled to room temperature. The reaction mixture was washed with 50 ml of water twice and with 50 ml of a brine solution, dried over anhydrous MgSO4, and distilled under a reduced pressure to obtain an oil containing a small amount of the starting material. The oil was dissolved in 20 ml of hexane, and recrystallized at room temperature to obtain 22.7 g (yield 80%) of 2-bromo-1-bromomethyl-5-chlorobenzene.

1. temperaturethe resulting mixture was refluxed for 2 hours
2. washThe reaction mixture was washed with 50 ml of water twice
3. dry with materialwith 50 ml of a brine solution, dried over anhydrous MgSO4
4. distillationdistilled under a reduced pressure
5. customto obtain an oil
6. additioncontaining a small amount of the starting material
7. customrecrystallized at room temperature

ORD record

ord-b2c3f35301cb43efb3d1c8b99fd5586d

Source dataset

uspto-grants-2011_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07879835B2