反应详情

The solution of 13.6 g of 3-acetonyl-4-(4-methoxyphenyl)-1,5,6,7-tetrahydro-2H-azepinone, 25.5 ml of isopropylamine, 10 ml of 5.8 N methanolic hydrogen chloride and 3.4 g of sodium cyanoborohydride in 260 ml of methanol is refluxed for three days. The mixture is cooled to 0°, acidified to pH=1 with concentrated hydrochloric acid and evaporated. The residue is taken up in water, the mixture washed with diethyl ether, rendered basic to pH=10-11 with 3 N aqueous sodium hydroxide and extracted with diethyl ether. The extract is dried, evaporated and 13.5 g of the residual free base is dissolved in 80 ml of acetone. The solution is treated with 10.5 ml of 4.4 N ethanolic hydrochloric acid, the mixture evaporated, the residue crystallized from diethyl ether and recrystallized from isopropanol-ethyl acetate, to yield the 3-(2-isopropylaminopropyl)-4-(4-methoxyphenyl)-1,5,6,7-tetrahydro-2H-azepinone hydrochloride hemihydrate melting at 165°-167°.

1. temperatureThe mixture is cooled to 0°
2. customevaporated
3. washthe mixture washed with diethyl ether
4. extractionextracted with diethyl ether
5. customThe extract is dried
6. customevaporated
7. dissolution13.5 g of the residual free base is dissolved in 80 ml of acetone
8. additionThe solution is treated with 10.5 ml of 4.4 N ethanolic hydrochloric acid
9. customthe mixture evaporated
10. customthe residue crystallized from diethyl ether
11. customrecrystallized from isopropanol-ethyl acetate