Reaction #1583842

Reaction equation

1-(3-methyl-4-chlorophenyl)-3-(3-chlorophenyl)-1H-pyrazole

product

1-(3-methyl-4-chlorophenyl)-3-(3-chlorophenyl)-1H-pyrazole

N-bromosuccinimide

benzoyl peroxide

→

title compound

1-(3-bromomethyl-4-chlorophenyl)-3-(3-chlorophenyl)-1H-pyrazole

Solvents

carbon tetrachloride

Conditions

Workup

1. 1
   Otherwas irradiated with a sun lamp for 4 hours
2. 2
   ConcentrationThe reaction mixture was concentrated under reduced pressure
3. 3
   Otherthe residue was purified by medium pressure liquid chromatography (10 to 20% gradient of ethyl acetate in hexanes as eluant)

Procedure

A mixture of 1-(3-methyl-4-chlorophenyl)-3-(3-chlorophenyl)-1H-pyrazole (i.e. the product of Step A) (1.7 g, 5.61 mmol), N-bromosuccinimide (1.1 g, 6.17 mmol) and benzoyl peroxide (30 mg, 0.12 mmol) in 100 mL of carbon tetrachloride was irradiated with a sun lamp for 4 hours. The reaction mixture was concentrated under reduced pressure and the residue was purified by medium pressure liquid chromatography (10 to 20% gradient of ethyl acetate in hexanes as eluant) to give the title compound as a white solid (0.37 g).

Source