반응 #735286

반응 방정식

ammonium chloride

lithium aluminum hydride

2'-cyanomethylspiro[benzofuran-2(3H),4'(2'H)-isoquinoline]

→

product

수율 67.5%

2'-(2-Aminoethyl)spiro[benzofuran-2(3H),4'(2'H)-isoquinoline] dihydrochloride

수율 67.5%

용매

ether

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   온도The mixture is heated
2. 2
   온도to reflux for three hours
3. 3
   온도The mixture is cooled with an ice-bath
4. 4
   workup.ADDITIONis added in small portions over a period of one hour
5. 5
   기타The organic layer is collected
6. 6
   세척washed with water (2X)
7. 7
   건조dried over anhydrous magnesium sulfate
8. 8
   여과After filtering
9. 9
   기타the solvents are evaporated to an oil (7.3 g)
10. 10
    workup.DISSOLUTIONThe oil (3.7 g) is dissolved in ether
11. 11
    기타The material is recrystallized twice from methanol/acetone/ether

실험 절차

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).

출처