반응 #169542

반응 방정식

NaBH4

ethyl 3-(4-chloro-3-fluorophenyl)-2-cyanoacrylate

→

ethyl 3-(4-chloro-3-fluorophenyl)-2-cyanopropanoate

수율 99.0%

용매

EtOH

EtOH

반응 조건

후처리

1. 1
   기타the mixture was quenched with 0.1N HCl
2. 2
   농축concentrated in vacuo
3. 3
   workup.ADDITIONdiluted with H2O
4. 4
   추출extracted with DCM
5. 5
   건조dried over MgSO4
6. 6
   농축concentrated

실험 절차

A solution NaBH4 (15 mg, 0.39 mmol) in EtOH (4 mL) was cannulated into a mixture of the ethyl 3-(4-chloro-3-fluorophenyl)-2-cyanoacrylate (200 mg, 0.79 mmol) in EtOH (2 mL) at room temperature. After 5 minutes, the mixture was quenched with 0.1N HCl, concentrated in vacuo, diluted with H2O, extracted with DCM, dried over MgSO4, concentrated and subject to flash chromatography (SiO2 with DCM) to give ethyl 3-(4-chloro-3-fluorophenyl)-2-cyanopropanoate (0.20 g, 58%). LCMS (APCI+) [M+H]+254.3.

출처