反应详情

17.6 g of methyl 1-(tert-butoxycarbonyl)-1,2,3,6-tetrahydro-4-pyridinecarboxylate was dissolved in 300 ml of tetrahydrofuran. After adding 4.77 g of lithium tetrahydroborate and then 20 ml of methanol, the resulting mixture was stirred at room temperature for 20 minutes. Saturated ammonium chloride was added to the reaction mixture under ice-cooling and the resulting mixture was concentrated under reduced pressure. The residue was diluted with ethyl acetate, washed successively with water and a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate followed by filtration. After distilling off the solvent under reduced pressure, the obtained residue was purified by silica gel column chromatography (eluted with n-hexane/ethyl acetate) to thereby give 10.7 g of the title compound as a colorless oily substance.

1. temperaturecooling
2. concentrationthe resulting mixture was concentrated under reduced pressure
3. additionThe residue was diluted with ethyl acetate
4. washwashed successively with water
5. dry with materiala saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate
6. filtrationfollowed by filtration
7. distillationAfter distilling off the solvent under reduced pressure
8. customthe obtained residue was purified by silica gel column chromatography (eluted with n-hexane/ethyl acetate)