Sodium Bicarbonate → 4-(Benzyloxy)cyclohexanone

Participants

Reaction Steps

A solution of 4-benzyloxy cyclohexanone ethylene ketal 40 (5.0 g, 20.1 mmol) in methanol (20 mL) and 1N HCl (0.5 mL) was stirred overnight at 25° C. (Step 37). The mixture was neutralized by addition of 1N NaHCO3 (0.5 mL), solvent removed by roto-evaporation, and the residue chromatographed on silica gel using 15:85 ethyl acetate/hexane. Yield of the ketone 41 was 2.7 g (67%); Rf=0.35; 1H NMR (CDCl3) δ 2.3 (m, 8H, ring--CH2) 3.6 (m, 1H, CH--O), 4.6 (s, 2H, CH2 --O).

Provenance & Evidence