反应详情

温度

12 °C

Sodium triacetoxyborohydride (382 g, 1.8 mol) was added in one portion to a mixture of 1,4-dioxaspiro[4.5]decan-8-one (200.0 g, 1.28 mol), morpholine (111.4 g, 1.28 mol) and glacial AcOH (73.2 mL, 1.28 mol) in 1,2-dichloroethane (4 L). A slightly exothermic reaction occurred accompanied by increase in temperature by 12° C. Then the mixture was stirred at room temperature overnight. The reaction was quenched by the addition of 10% aqueous NaOH (1.8 L) over a period of 20 min. The organic layer was separated, washed with brine (1 L), dried over MgSO4 and concentrated to afford 1 (237.66 g) as white solid. The aqueous layer was extracted with AcOEt (4×300 mL). Combined extracts were washed with brine (1 L), dried over MgSO4 and concentrated to furnish additional portion of 1 (44 g) as an off-white solid. Total yield of 1 (281.66 g, 97%). 1H NMR data identical with the data obtained earlier.

1. customA slightly exothermic reaction
2. customThe reaction was quenched by the addition of 10% aqueous NaOH (1.8 L) over a period of 20 min
3. customThe organic layer was separated
4. washwashed with brine (1 L)
5. dry with materialdried over MgSO4
6. concentrationconcentrated