反应详情

To a solution of (5-phenyl-1,2,3,6-tetrahydropyridin-4-yl)methanol hydrochloride (230 mg, 1.04 mmol) in ACN (10 mL) was added Et3N (0.15 mL, 1.04 mmol) followed by formalin (340 mg, 4.16 mmol). After stirred at room temperature for 10 min, it was added Na(OAc)3BH (440 mg, 2.08 mmol) and was stirred for 30 min, the mixture was concentrated to remove most of the ACN, and the residue was diluted with CHCl3, organic layer was washed with Sat. NaHCO3, brine, dried and concentrated to give crude product, which was purified by column (DCM/MeOH=9:1) to give (1-methyl-5-phenyl-1,2,3,6-tetrahydropyridin-4-yl)methanol (140 mg).

1. stirringwas stirred for 30 min
2. concentrationthe mixture was concentrated
3. customto remove most of the ACN
4. additionthe residue was diluted with CHCl3, organic layer
5. washwas washed with Sat. NaHCO3, brine
6. customdried
7. concentrationconcentrated
8. customto give crude product, which
9. customwas purified by column (DCM/MeOH=9:1)