反应详情

N-Methyl-1,4-dioxaspiro[4.5]decan-8-amine (4.0 g, 23.39 mmol, 1.0 eq.) was dissolved in DCM (70 ml); benzaldehyde (2.83 g, 28.07 mmol, 1.2 eq.) and AcOH (0.2 ml) were added and the mixture was stirred for 30 minutes at RT. NaBH(OAc)3 (14.8 g, 70.17 mmol, 3.0 eq.) was added at 0° C. and the reaction mixture was stirred for a further 14 hours at RT. After monitoring by TLC, water (100 ml) was added to the reaction and the phases were separated. The aqueous phase was extracted with 10% MeOH in DCM (2×100 ml). The combined org. phases were washed in succession with water (100 ml) and sat. NaCl solution (100 ml), dried over sodium sulfate, concentrated under reduced pressure and purified by column chromatography (silica gel, 4% MeOH in DCM). Yield: 49% (3.0 g, 11.49 mmol)

1. stirringthe reaction mixture was stirred for a further 14 hours at RT
2. additionwas added to the reaction
3. customthe phases were separated
4. extractionThe aqueous phase was extracted with 10% MeOH in DCM (2×100 ml)
5. washphases were washed in succession with water (100 ml) and sat. NaCl solution (100 ml)
6. dry with materialdried over sodium sulfate
7. concentrationconcentrated under reduced pressure
8. custompurified by column chromatography (silica gel, 4% MeOH in DCM)