Sodium borohydride → Ethyl 3-(4-chloro-3-fluorophenyl)-2-cyanopropanoate

HRID 1675838

반응식

HRID 1675838 반응식
[BH4-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[C:11]([C:17]#[N:18])[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:6][C:5]=1[F:19]>CCO>[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH:11]([C:17]#[N:18])[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:6][C:5]=1[F:19]

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 67338173Ethyl 3-(4-chloro-3-fluorophenyl)-2-cyanoacrylate

생성물 1

HCID 67338337Ethyl 3-(4-chloro-3-fluorophenyl)-2-cyanopropanoate수율 99%

시약·촉매·용매 1

HCID 702Ethanol용매2회

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.

후처리

  1. customthe mixture was quenched with 0.1N HCl
  2. concentrationconcentrated in vacuo
  3. additiondiluted with H2O
  4. extractionextracted with DCM
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-246e67dbb011467fad6b6d373b4ffde8
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08003651B2

연결된 노트

불러오는 중…