反应 #2053354

反应方程式

potassium tert-butoxide

diethyl cyanomethylphosphonate

3-(benzyloxy)cyclobutanone

→

[3-(benzyloxy)cyclobutylidene]acetonitrile

溶剂

tetrahydrofuran

THF

THF

反应条件

后处理

1. 1
   workup.ADDITIONwas added, at 0° C.
2. 2
   温度later cooled to 0° C. again
3. 3
   温度allowing warmed up to rt
4. 4
   其他The reaction was quenched with saturated aq. NH4Cl solution
5. 5
   萃取extracted with EtOAc
6. 6
   洗涤The combined organic layers were washed with water and brine
7. 7
   干燥dried over MgSO4
8. 8
   浓缩concentrated to dryness
9. 9
   其他The crude product was used directly in next step without further purification

实验过程

To a mixture of 1.0000 M of potassium tert-butoxide in tetrahydrofuran (0.68 mL) and THF (5 mL) was added, at 0° C., diethyl cyanomethylphosphonate (0.11 mL, 0.00068 mol) dropwise. The reaction was warmed to rt and 30 min later cooled to 0° C. again. To the reaction mixture was added a solution of 3-(benzyloxy)cyclobutanone (0.1 g, 0.0006 mol) in THF (5 mL). The reaction was stirred over night, allowing warmed up to rt. The reaction was quenched with saturated aq. NH4Cl solution, extracted with EtOAc. The combined organic layers were washed with water and brine, dried over MgSO4 and concentrated to dryness. The crude product was used directly in next step without further purification.

来源