Toluene → 5'-Bromo-6-chloro-2'-methyl-[1,1'-biphenyl]-2-ol

Participants

Reaction Conditions

Reaction Steps

(2-Chloro-6-hydroxyphenyl)boronic acid (250 mg, 1.450 mmol, 1 equiv), Pd(PPPh3)4 (168 mg, 0.145 mmol, 0.1 equiv) and aqueous Na2CO3 (2 M, 1.8 ml, 3.63 mmol, 2.5 equiv) were mixed with toluene (2 mL) in a sealed microwave tube. 4-Bromo-2-iodo-1-methylbenzene (431 mg, 1.450 mmol, 1.0 equiv) in MeOH (1.00 mL) was to the above mixture. The mixture was heated at 105° C. overnight. Then, the crude reaction mixture was loaded on 12 g column and purified at 30% EtOAc/hexane to afford 5′-bromo-6-chloro-2′-methyl-[1,1′-biphenyl]-2-ol (345 mg, 80%). LCMS (M+1)=299.0.

Provenance & Evidence