反应详情

1-Methyl-4-piperidone (1.13 g, 10 mmol) was dissolved in 20 ml of methanol and added to a 100 ml flask. 4-Methylbenzylamine (1.21 g, 10 mmol) in 10 ml of methanol was added. Acetic acid (˜1.5 ml) was added until pH˜5. NaCNBH3 (1.26 g, 20 mmol) was slowly added. After 20 hrs magnetic stirring methanol was partly removed on Rotavapor (40° C.). Dichloromethane, water and 2M NaOH were added until pH˜10. The phases were separated and aq. phase was extracted twice with dichloromethane. The combined organic phases were washed with brine and dried over MgSO4. Concentration on Rotavapor (40° C.) yielded 2.06 g crude (93%) 47AKU-5. TLC (20% methanol in dichloromethane): Rf=0.3. HPLC-MS (Method A): M+=219.1 (UV/MS (%)=89/98).

1. additionadded to a 100 ml flask
2. customwas partly removed on Rotavapor (40° C.)
3. additionDichloromethane, water and 2M NaOH were added until pH˜10
4. customThe phases were separated
5. extractionaq. phase was extracted twice with dichloromethane
6. washThe combined organic phases were washed with brine
7. dry with materialdried over MgSO4
8. concentrationConcentration on Rotavapor (40° C.)