반응 #64447

반응 방정식

ethenylidenebisphosphonic acid tetraethyl ester

Phenylacetylene

lithium hexamethyldisilazide

→

[4-Phenyl-3-butynylidene]bisphosphonic acid tetraethyl ester

용매

THF

THF

반응 조건

후처리

1. 1
   온도cooled to -78°
2. 2
   온도the reaction warmed to 22° for 1 hour
3. 3
   기타The reaction is quenched with water
4. 4
   추출extracted thrice with ethyl acetate
5. 5
   세척The organics were then washed with water, hydrochloric acid (10%), saturated sodium bicarbonate, and saline
6. 6
   건조dried with magnesium sulfate
7. 7
   농축concentrated
8. 8
   workup.DISTILLATIONThe concentrate is purified by distillation, bp 0.1 195°-200°

실험 절차

Phenylacetylene (IX, 4.4 g) is dissolved in THF (43 ml), cooled to -78°, and treated with lithium hexamethyldisilazide (1M in THF, 43 ml). The reaction is stirred for 30 min, then a solution of ethenylidenebisphosphonic acid tetraethyl ester (10.7 g) in THF (36 ml) is added and the reaction warmed to 22° for 1 hour. The reaction is quenched with water, extracted thrice with ethyl acetate. The organics were then washed with water, hydrochloric acid (10%), saturated sodium bicarbonate, and saline, dried with magnesium sulfate, and concentrated. The concentrate is purified by distillation, bp 0.1 195°-200°.

출처