Diethyl Malonate → 2-(3,5-Difluoro-pyridin-2-yl)-malonic acid diethyl ester

HRID 82285노트

반응식

HRID 82285 반응식
F[C:2]1[C:7]([F:8])=[CH:6][C:5]([F:9])=[CH:4][N:3]=1.[C:10]([O:18][CH2:19][CH3:20])(=[O:17])[CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13].C(=O)([O-])[O-].[Cs+].[Cs+]>CS(C)=O.C(OCC)(=O)C>[CH2:15]([O:14][C:12](=[O:13])[CH:11]([C:2]1[C:7]([F:8])=[CH:6][C:5]([F:9])=[CH:4][N:3]=1)[C:10]([O:18][CH2:19][CH3:20])=[O:17])[CH3:16]

참가 물질

6

반응물 3

HCID 7761Diethyl MalonateHCID 10796Cesium carbonateHCID 27832872,3,5-Trifluoropyridine

생성물 1

HCID 708176062-(3,5-Difluoro-pyridin-2-yl)-malonic acid diethyl ester수율 85%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
110 °C

실험 절차

To a stirred solution of 2,3,5-trifluoro-pyridine (2 g, 15.02 mmol) in dimethyl sulfoxide (20 mL) was added diethyl malonate (4.60 g, 28.72 mmol). Then cesium carbonate (9.35 g, 28.72 mmol) was added and the reaction mixture was heated to 110° C. for 16 hours. The reaction mixture was cooled to room temperature and diluted with ethyl acetate (100 mL). The organic layer was washed with water (2×25 mL), brine (25 mL), dried over sodium sulphate and evaporated in vacuo to afford the title compound as oil in 85% yield, 3.5 g.

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. washThe organic layer was washed with water (2×25 mL), brine (25 mL)
  3. dry with materialdried over sodium sulphate
  4. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-d7a2bddfc36c49a9939cb41f30b06704
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846698B2

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