反応 #48002

反応方程式

2-amino-5,6-diethylindane

lithium

→

5,6-diethyl-2,3,4,7-tetrahydro-1H-inden-2-ylamine

溶媒

ammonia

反応条件

後処理

1. 1
   その他condensed at −78° C.
2. 2
   その他cautiously quenched with ethanol (100 ml)
3. 3
   温度warmed to ambient temperature overnight
4. 4
   workup.ADDITIONWater is added
5. 5
   抽出the mixture is extracted with ether
6. 6
   洗浄the combined organic extracts are washed with brine
7. 7
   乾燥dried (MgSO4)
8. 8
   その他evaporated

実験手順

Liquid ammonia (50 ml) is condensed at −78° C. and 2-amino-5,6-diethylindane (WO 0075114; 1 g, 4.43 mmol) is added, followed by lithium wire (0.615 g, 88 mmol) portionwise over 5 minutes. The reaction is stirred at −78° C. for 3 hours, then cautiously quenched with ethanol (100 ml) and warmed to ambient temperature overnight. Water is added, the mixture is extracted with ether and the combined organic extracts are washed with brine, dried (MgSO4) and evaporated to afford 5,6-diethyl-2,3,4,7-tetrahydro-1H-inden-2-ylamine. δH 0.95 (t J 7.3 6H), 1.95-2.10 (m 2H), 2.08 (q J 4H), 2.6 (m 6H), 3.65 (m 1H)

出典