Potassium Carbonate → 1-(2-Fluoro-4-nitrophenyl)piperidin-4-one

HRID 895124ノート

反応式

HRID 895124 の反応式
[NH:1]1[CH2:6][CH2:5][C:4](=[O:7])[CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+].[F:14][C:15]1[CH:16]=[C:17]([N+:22]([O-:24])=[O:23])[CH:18]=[CH:19][C:20]=1F>CN(C=O)C>[F:14][C:15]1[CH:16]=[C:17]([N+:22]([O-:24])=[O:23])[CH:18]=[CH:19][C:20]=1[N:1]1[CH2:6][CH2:5][C:4](=[O:7])[CH2:3][CH2:2]1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 337214-PiperidoneHCID 1230531,2-Difluoro-4-nitrobenzene

生成物 1

HCID 37637811-(2-Fluoro-4-nitrophenyl)piperidin-4-one収率 50%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

To a stirred solution of 4-piperidinone (9.7 g, 63 mmol) and dry potassium carbonate (21.6 g, 157 mmol) in DMF (30 ml) was added 3,4-difluoro nitrobenzene (10 g, 63 mmol) and reaction mixture was heated to 90° C. for 3 h. The reaction mixture was poured into ice-water arid extracted with ethyl acetate (100 ml×2). Combined organic layer was washed with water followed by brine and dried over sodium sulfate. Evaporation of volatiles and purification of the resulting residue by silica gel column chromatography (ethyl acetate/pet. ether, 1:4) yielded the title compound (7 g, 50%).

後処理

  1. extractionextracted with ethyl acetate (100 ml×2)
  2. washCombined organic layer was washed with water
  3. dry with materialdried over sodium sulfate
  4. customEvaporation of volatiles and purification of the resulting residue by silica gel column chromatography (ethyl acetate/pet. ether, 1:4)

出典と根拠

ORDレコード
ord-27f45f036ce040d89472ebef5a934e0e
出典データセット
uspto-grants-2005_07
特許番号
US06914058B2

反応ノート

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