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

HRID 82285ノート

反応式

HRID 82285 の反応式
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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
110 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d7a2bddfc36c49a9939cb41f30b06704
出典データセット
uspto-grants-2014_09
特許番号
US08846698B2

反応ノート

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