반응 #92587

반응 방정식

NaH

1-benzylpiperidin-4-one

ethyl 2-(diethoxyphosphoryl)acetate

→

product

수율 87.5%

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

수율 87.5%

용매

THF

THF

THF

반응 조건

후처리

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

실험 절차

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.

출처