反应详情

To 3.2 g (13.8 mmol) of 135 in 125 mL of anhydrous methanol was added 21.3 g of ammonium acetate and 20 g of 3A molecular sieves. After stirring 30 min, 3.47 g (55.2 mmol) of sodium cyanoborohydride was added portionwise with stirring. After 3 hours, the mixture was gravity filtered, and the methanol evaporated under vacuum. The residue was partitioned between ice/HCl and ether. The acidic aqueous phase was extracted twice more with ether. The aqueous phase was made basic with ice and 50% aqueous NaOH. The mixture was extracted with CH2Cl2, dried, and evaporated under vacuum to give 1.5 g (47%) of the title amine 136. GC/MS indicated 100% purity with a molecular ion of 232.

1. stirringwith stirring
2. waitAfter 3 hours
3. filtrationfiltered
4. customthe methanol evaporated under vacuum
5. customThe residue was partitioned between ice/HCl and ether
6. extractionThe acidic aqueous phase was extracted twice more with ether
7. extractionThe mixture was extracted with CH2Cl2
8. customdried
9. customevaporated under vacuum