반응 #1583842

ord-60cdeac234b9461a8db49e2783a1f045

반응 방정식

Cc1cc(-n2ccc(-c3cccc(Cl)c3)n2)ccc1Cl
1-(3-methyl-4-chlorophenyl)-3-(3-chlorophenyl)-1H-pyrazole
Cc1cc(-n2ccc(-c3cccc(Cl)c3)n2)ccc1Cl
product
Cc1cc(-n2ccc(-c3cccc(Cl)c3)n2)ccc1Cl
1-(3-methyl-4-chlorophenyl)-3-(3-chlorophenyl)-1H-pyrazole
O=C1CCC(=O)N1Br
N-bromosuccinimide
O=C(OOC(=O)c1ccccc1)c1ccccc1
benzoyl peroxide
Clc1cccc(-c2ccn(-c3ccc(Cl)c(CBr)c3)n2)c1
title compound
Clc1cccc(-c2ccn(-c3ccc(Cl)c(CBr)c3)n2)c1
1-(3-bromomethyl-4-chlorophenyl)-3-(3-chlorophenyl)-1H-pyrazole

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

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

실험 절차

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).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09198433B2uspto-grants-2015_12