反应详情

Dissolve 4-cyanobenzaldehyde (5 g, 38.1 mmol), morpholine (4.15 g, 47.7 mmol) and acetic acid (2.2 mL, 38.1 mmol) in DCE (100 mL). Add sodium cyanoborohydride (3.59 g, 57.2 mmol), and stir the mixture overnight. Add water (100 mL), separate the layers and extract the aqueous layer with DCM (3×50 mL). Wash the combined organic extracts with brine, dry over Na2SO4, filter and concentrate in vacuo. Purify by chromatography on silica gel (80 g, pre-packed cartridge) eluting with hexane/EtOAc (1:0 to 1:2 over 1.25 h, 80 mL/min) to obtain the desired intermediate as a colorless oil (6.1 g, 79%). MS (APCI+) m/z: 203 (M+H)+.

1. customAdd water (100 mL), separate the layers
2. extractionextract the aqueous layer with DCM (3×50 mL)
3. washWash the combined organic extracts with brine
4. dry with materialdry over Na2SO4
5. filtrationfilter
6. concentrationconcentrate in vacuo
7. customPurify by chromatography on silica gel (80 g, pre-packed cartridge)
8. washeluting with hexane/EtOAc (1:0 to 1:2 over 1.25 h, 80 mL/min)