Ammonium Hydroxide → 1-Benzyloxycarbonyl-4-(2-methylsulfinylphenyl)piperidine

Participants

Reaction Steps

The product of Step 3 (2.55 g) in CH2Cl2 (30 mL) was cooled to 0° C. and treated with mCPBA (60%, 2.16 g) and stirred for 1 h. The reaction mixture was treated with ice (20 g), saturated NH4OH solution (20 mL) and stirred for 10 minutes. The organic layer was separated and the aqueous layer re-extracted with CH2Cl2 (2×30 mL). The combined organic portions were dried over MgSO4, filtered and evaporated to give a gum. Silica gel chromatography, eluting with EtOAc/CH2Cl2 mixtures, gave 1-benzyloxycarbonyl-4-(2-methylsulfinylphenyl)piperidine (0.5 g).

Provenance & Evidence