反应详情

To a stirred suspension of lithium aluminum hydride (5.3 g) in dry tetrahydrofuran (100 ml) at 0°, is added a solution of 2'-cyanomethylspiro[benzofuran-2(3H),4'(2'H)-isoquinoline] (9.5 g) in dry tetrahydrofuran (50 ml). The mixture is heated to reflux for three hours. The mixture is cooled with an ice-bath, diluted with dry ether (300 ml) and saturated ammonium chloride solution (60 ml) is added in small portions over a period of one hour. The organic layer is collected, washed with water (2x) and dried over anhydrous magnesium sulfate. After filtering, the solvents are evaporated to an oil (7.3 g). The oil (3.7 g) is dissolved in ether and converted to dihydrochloride salt. The material is recrystallized twice from methanol/acetone/ether to yield product (3.0 g, 67.5%) as a solid, mp 158° (dec).

1. temperatureThe mixture is heated
2. temperatureto reflux for three hours
3. temperatureThe mixture is cooled with an ice-bath
4. additionis added in small portions over a period of one hour
5. customThe organic layer is collected
6. washwashed with water (2x)
7. dry with materialdried over anhydrous magnesium sulfate
8. filtrationAfter filtering
9. customthe solvents are evaporated to an oil (7.3 g)
10. dissolutionThe oil (3.7 g) is dissolved in ether
11. customThe material is recrystallized twice from methanol/acetone/ether