反応 #40760

反応方程式

Cyclohexane-1,1-dicarbonitrile

LiAlH4

→

C-(1-Aminomethyl-cyclohexyl)-methylamine

溶媒

Et2O

反応条件

後処理

1. 1
   温度cooled in an ice bath
2. 2
   温度cooled in an ice bath
3. 3
   その他quenched
4. 4
   workup.ADDITIONby adding H2O (17.0 mL), 2M aqueous NaOH (34.0 mL) and again H2O (17 mL)
5. 5
   ろ過The suspension was filtered
6. 6
   洗浄the filter cake was washed with Et2O
7. 7
   その他the combined filtrates were evaporated to dryness
8. 8
   その他yielding 20.8 g of a clear, colorless liquid

実験手順

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).

出典