Acrylonitrile → HCID 68292301, 화합물

HRID 1504963노트

반응식

HRID 1504963 반응식
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH:10]([C:15]([O:17][CH3:18])=[O:16])[C:11]([O:13][CH3:14])=[O:12])=[N:8][CH:9]=1)([O-:3])=[O:2].[C:19](#[N:22])[CH:20]=[CH2:21].CO[Na]>CO>[C:19]([CH2:20][CH2:21][C:10]([C:7]1[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][N:8]=1)([C:15]([O:17][CH3:18])=[O:16])[C:11]([O:13][CH3:14])=[O:12])#[N:22]

참가 물질

5

반응물 3

HCID 7855AcrylonitrileHCID 2764544HCID 2764544, 화합물HCID 178418582HCID 178418582, 화합물

생성물 1

HCID 68292301HCID 68292301, 화합물수율 26.2%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of compound 75 (10.5 g, 41 mmol) and acrylonitrile (17.4 g, 328 mmol) in absolute CH3OH (100 mL) was added a catalytic amount of CH3ONa (216 mg, 4 mmol) at room temperature with stirring under N2. The mixture was stirred at room temperature for 10 h under N2. The mixture was diluted with aqNaHCO3 and extracted with DCM. The combined organic layers were washed with brine, dried over Na2SO4, concentrated and purified with silica gel column chromatography (PE:EtOAc=5:1) to give compound 76 (3.3 g, 20%) as a light yellow oil.

후처리

  1. stirringThe mixture was stirred at room temperature for 10 h under N2
  2. additionThe mixture was diluted with aqNaHCO3
  3. extractionextracted with DCM
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated
  7. custompurified with silica gel column chromatography (PE:EtOAc=5:1)

출처 및 근거

ORD 기록
ord-af0707846eda4e4b8a1cc0f479cbdd6d
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09216957B2

반응 노트

불러오는 중…