反应详情

A solution of tert-butyl [trans-4-(hydroxymethyl)cyclohexyl]carbamate (from Aldrich, 0.61 g, 2.7 mmol) in methylene chloride (10 mL) at 0° C. was added Dess-Martin periodinane (1.35 g, 3.19 mmol). The resulting mixture was stirred at room temperature overnight. The reaction was quenched with aq. 1 N NaOH solution, extracted with dichloromethane. The combined organic layers were washed with water and brine, dried over MgSO4, and concentrated. The residue was purified on silica gel (eluting with 0 to 5% MeOH in dichloromethane) to give the desired product (0.3 g, 50%). LCMS calculated for C12H21NO3Na (M+Na)+: m/z=250.2. Found: 250.1.

1. customThe reaction was quenched with aq. 1 N NaOH solution
2. extractionextracted with dichloromethane
3. washThe combined organic layers were washed with water and brine
4. dry with materialdried over MgSO4
5. concentrationconcentrated
6. customThe residue was purified on silica gel (eluting with 0 to 5% MeOH in dichloromethane)