반응 #40760

반응 방정식

Cyclohexane-1,1-dicarbonitrile

LiAlH4

→

C-(1-Aminomethyl-cyclohexyl)-methylamine

용매

Et2O

반응 조건

후처리

1. 1
   온도cooled in an ice bath
2. 2
   온도cooled in an ice bath
3. 3
   기타quenched
4. 4
   workup.ADDITIONby adding H2O (17.0 mL), 2M aqueous NaOH (34.0 mL) and again H2O (17 mL)
5. 5
   여과The suspension was filtered
6. 6
   세척the filter cake was washed with Et2O
7. 7
   기타the combined filtrates were evaporated to dryness
8. 8
   기타yielding 20.8 g of a clear, colorless liquid

실험 절차

Cyclohexane-1,1-dicarbonitrile (20.0 g) was taken up in dry Et2 (70 mL). This mixture was added dropwise to a suspension of LiAlH4 (17.0 g) in dry Et2O (250 mL) cooled in an ice bath. The mixture was stirred overnight at room temperature, cooled in an ice bath, and quenched by adding H2O (17.0 mL), 2M aqueous NaOH (34.0 mL) and again H2O (17 mL). The suspension was filtered, the filter cake was washed with Et2O, and the combined filtrates were evaporated to dryness yielding 20.8 g of a clear, colorless liquid. 1H NMR (400 MHz, CDCl3) δ 1.05-1.55 (m, 14H), 2.61 (s, 4H).

출처