반응 #94832

반응 방정식

phenylacetonitrile

2-methyl-3,4-dimethoxyphenylacetonitrile

diborane

→

2-methyl-3,4-dimethoxyphenethylamine

용매

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   온도then heated
2. 2
   온도at reflux for 21/2 hours
3. 3
   온도After cooling the mixture
4. 4
   기타was quenched with 150 ml of methanol
5. 5
   workup.ADDITIONAn excess of 10% hydrochloric acid was added
6. 6
   온도by heating on the steambath for 2 hours
7. 7
   온도After cooling
8. 8
   workup.ADDITIONether was added
9. 9
   기타evaporated
10. 10
    추출extracted with ether which
11. 11
    기타was dried
12. 12
    기타evaporated

실험 절차

A mixture of 42 g (0.219 m) of the phenylacetonitrile 100 ml of tetrahydrofuran was mixed with 400 ml of 1 molar diborane in tetrahydrofuran then heated at reflux for 21/2 hours. After cooling the mixture was quenched with 150 ml of methanol. After sitting overnight, the mixture was stripped. An excess of 10% hydrochloric acid was added followed by heating on the steambath for 2 hours. After cooling, ether was added. The mixture was stirred for 1/2 hour and evaporated. The remaining aqueous layer was made basic with 10% sodium hydroxide, extracted with ether which was dried and evaporated to give 2-methyl-3,4-dimethoxyphenethylamine.

출처