تفاعل #50055

معادلة التفاعل

water

sodium hydride

1,1-diethoxyethylphosphinic acid ethyl ester

bromomethylcyclohexane

→

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

المذيبات

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe temperature being maintained at from 20° to 25°
2. 2
   درجة الحرارةheating
3. 3
   درجة الحرارةunder reflux
4. 4
   workup.WAITis effected for 24 hours
5. 5
   درجة الحرارةThe suspension is cooled to 4°
6. 6
   أخرىTwo phases are formed
7. 7
   أخرىThe tetrahydrofuran phase is separated off
8. 8
   استخلاصthe aqueous phase is extracted twice with 250 ml of dichloromethane each time
9. 9
   تركيزConcentration
10. 10
    أخرىby evaporation
11. 11
    أخرىyields a brown oil which
12. 12
    workup.DISTILLATIONafter distillation under reduced pressure

الإجراء التجريبي

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).

المصدر