反应详情

To a 5 1, 3-neck flask, fitted with a condenser, mechanical stirrer and septum inlet, was added by needle/N2 pressure a solution of lithium aluminum hydride in THF (1M, 912 cc). Methyl 3-(3,4-dimethoxyphenyl)propionate (213 g, 0.95 mole) was dissolved in dry THF (total volume 900 cc and the resulting solution was added dropwise over a period of 5 hours using needle/N2 pressure to the stirred LAH solution at a rate to maintain gentle reflux under a continuous N2 atmosphere. The reaction mixture was stirred overnight at room temperature, cooled in an ice/acetone bath and treated dropwise over about 2 hours with saturated NH4Cl solution (104 cc), the nitrogen pressure being continued to this point. After stirring for several hours, the mixture was filtered and the salts were washed with dry THF. The filtrate was evaporated in vacuo to a light yellow oil; yield: 160 g. The salts from the above filtration were air-dried for several days, combined with CH2Cl2 (700 cc), stirred overnight and filtered. The filtrate was evaporated in vacuo to give an additional 26 g of product. The overall yield of a light yellow oil was: 186 g (100%).

1. customTo a 5 1, 3-neck flask, fitted with a condenser, mechanical stirrer and septum inlet
2. additionthe resulting solution was added dropwise over a period of 5 hours
3. temperatureto maintain gentle
4. temperaturereflux under a continuous N2 atmosphere
5. temperaturecooled in an ice/acetone bath
6. stirringAfter stirring for several hours
7. filtrationthe mixture was filtered
8. washthe salts were washed with dry THF
9. customThe filtrate was evaporated in vacuo to a light yellow oil
10. filtrationThe salts from the above filtration
11. customwere air-dried for several days
12. stirringstirred overnight
13. filtrationfiltered
14. customThe filtrate was evaporated in vacuo