반응 #6810

반응 방정식

4-phenyl-but-3-enoic acid amide

Diisobutylaluminum hydride

→

4-phenyl-but-3-enylamine

수율 79.3%

용매

dichloromethane

반응 조건

후처리

1. 1
   온도to slowly warm to rt
2. 2
   기타then quenched
3. 3
   workup.ADDITIONby carefully pouring the mixture onto 200 mL of 1:1 water/methanol at 0° C
4. 4
   기타The aluminum salts were removed by filtration
5. 5
   세척washed with methanol
6. 6
   기타The combined filtrate was collected
7. 7
   기타the volatile material was removed by a rotary evaporator

실험 절차

A suspension of 4-phenyl-but-3-enoic acid amide (5.0 g, 31 mmol) in 250 mL dichloromethane was cooled to 0° C. Diisobutylaluminum hydride (1 M in dichloromethane, 250 mL) was added and the resulting homogeneous mixture was allowed to slowly warm to rt. The reaction was stirred for 4 days then quenched by carefully pouring the mixture onto 200 mL of 1:1 water/methanol at 0° C. The aluminum salts were removed by filtration and washed with methanol. The combined filtrate was collected and the volatile material was removed by a rotary evaporator to give of 4-phenyl-but-3-enylamine (3.62 g, 79%) as a pale yellow oil.

출처