تفاعل #92587

معادلة التفاعل

NaH

1-benzylpiperidin-4-one

ethyl 2-(diethoxyphosphoryl)acetate

→

product

المردود 87.5%

Ethyl 2-(1-benzylpiperidin-4-ylidene)acetate

المردود 87.5%

المذيبات

THF

THF

THF

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGto stir for 60 min
2. 2
   أخرىThen, the reaction was quenched with water (10 mL)
3. 3
   استخلاصThe mixture was extracted with EA (10 mL×3)
4. 4
   تجفيفThe combined organic layers were dried over Na2SO4
5. 5
   تركيزconcentrated
6. 6
   أخرىpurified by chromatography column on silica gel using 25% of EA in PE as eluant

الإجراء التجريبي

To a suspension of NaH (318 mg, 7.94 mmol) in THF (20 mL) was added a solution of ethyl 2-(diethoxyphosphoryl)acetate (1.78 g, 7.94 mmol) in THF (5 mL) dropwise over 30 min at 0° C. After stirring for 10 min, a solution of 1-benzylpiperidin-4-one (1.0 g, 5.29 mmol) in THF (5 mL) was added dropwise at 0° C. over 20 min. The mixture was allowed to stir for 60 min. Then, the reaction was quenched with water (10 mL). The mixture was extracted with EA (10 mL×3). The combined organic layers were dried over Na2SO4, concentrated and purified by chromatography column on silica gel using 25% of EA in PE as eluant to give the product (1.2 g, 87.3%) as a yellow oil. MS (ESI, m/e) [M+1]+ 260.0.

المصدر