反応 #50055

反応方程式

water

sodium hydride

1,1-diethoxyethylphosphinic acid ethyl ester

bromomethylcyclohexane

→

1,1-diethoxyethyl(cyclohexylmethyl)phosphinic acid ethyl ester

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   温度the temperature being maintained at from 20° to 25°
2. 2
   温度heating
3. 3
   温度under reflux
4. 4
   workup.WAITis effected for 24 hours
5. 5
   温度The suspension is cooled to 4°
6. 6
   その他Two phases are formed
7. 7
   その他The tetrahydrofuran phase is separated off
8. 8
   抽出the aqueous phase is extracted twice with 250 ml of dichloromethane each time
9. 9
   濃縮Concentration
10. 10
    その他by evaporation
11. 11
    その他yields a brown oil which
12. 12
    workup.DISTILLATIONafter distillation under reduced pressure

実験手順

21 g of 99% sodium hydride are suspended at room temperature under argon in 1000 ml of anhydrous tetrahydrofuran, and a solution of 172.2 g of 1,1-diethoxyethylphosphinic acid ethyl ester is added dropwise over a period of 2.5 hours, the temperature being maintained at from 20° to 25°. The reaction is exothermic and involves the evolution of gas. The batch is then stirred for 1.5 hours at room temperature, 142.2 g of bromomethylcyclohexane are added and heating under reflux is effected for 24 hours. The suspension is cooled to 4° and 250 rnl of water are carefully added. Two phases are formed. The tetrahydrofuran phase is separated off and the aqueous phase is extracted twice with 250 ml of dichloromethane each time. Concentration by evaporation yields a brown oil which, after distillation under reduced pressure, gives 1,1-diethoxyethyl(cyclohexylmethyl)phosphinic acid ethyl ester having a boiling point of 95° (1.8×10-4 mbar).

出典