1-Bromo-4-methoxy-2-methylbenzene → 1-Cyclohexyl-4-methoxy-2-methylbenzene

Participants

Reaction Conditions

Reaction Steps

1-Bromo-4-methoxy-2-methyl-benzene (520 mg, 2.6 mmol) is dissolved in cyclohexylzinc bromide THF solution (0.5 M, 15 mL) in a microwave tube. Pd(t-Bu3P)2 (66 mg, 0.13 mmol, 0.05 eq.) is added to this solution. The mixture is purged with N2 (g) for 5 minutes and heated at 100° C. for 30 minutes using microwave irradiation. Upon completion, the reaction mixture is diluted with EtOAc, washed with 1 N HCl (aq), brine, filtered through celite, and dried over Na2SO4. After concentration, the residue is partially purified by silica gel chromatography (5% EtOAc in hexanes) to give crude 1-cyclohexyl-4-methoxy-2-methyl-benzene.

Provenance & Evidence