Imidazole → 4-(4-(Tert-butyldimethylsilyloxy)phenyl)-4-(2-fluorophenyl)cyclohexanone

Participants

Reaction Steps

Imidazole (128 mg, 1.9 mmol) was added to a solution of 6 (214 mg, 0.75 mmol) and TBDMSCl (136 mg, 0.90 mmol) in DMF (8 mL). The mixture was stirred at room temperature overnight. NaHCO3 (10 mL, saturated aqueous solution) was added and the mixture was extracted with EtOAc (2×40 mL). The combined organic phase was dried over Na2SO4 and the solvent was evaporated under reduced pressure. The concentrate was dissolved in EtOAc (50 mL) and the solution was washed with MgSO4 (4% aqueous solution). The organic phase was dried over Na2SO4, filtered and the solvent was evaporated under reduced pressure. Yield of crude: 394 mg (>100%) as a thick oil.

Provenance & Evidence