反应详情

温度

0 °C

To a cold (−20° C.) solution of 1-tert-butyl 3-methyl 5,6-dihydro-1,3(2H)-pyridinedicarboxylate (700.0 mg, 2.90 mmol) in dry toluene (40 mL) was added a solution of diisobutylaluminum hydride in toluene (1.5 M, 4.83 mL, 7.25 mmol) dropwise under an argon atmosphere. The reaction mixture was stirred at 0° C. for 30 min and then stirred at room temperature. The reaction was quenched by an addition of water and the stirring was continued for additional 1 hr. The precipitated aluminum salts were filtered off. The filtrate was diluted with saturated NH4Cl solution, extracted with ethyl acetate. The separated organic phase was washed with brine, dried over MgSO4, filtered and evaporated to give tert-butyl 5-(hydroxymethyl)-3,6-dihydro-1(2H)-pyridinecarboxylate, which was used for the next reaction without further purification. (580.0 mg, yield 94%)

1. stirringstirred at room temperature
2. customThe reaction was quenched by an addition of water
3. waitthe stirring was continued for additional 1 hr
4. filtrationThe precipitated aluminum salts were filtered off
5. additionThe filtrate was diluted with saturated NH4Cl solution
6. extractionextracted with ethyl acetate
7. washThe separated organic phase was washed with brine
8. dry with materialdried over MgSO4
9. filtrationfiltered
10. customevaporated