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

HRID 895124노트

반응식

HRID 895124 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
90 °C

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-27f45f036ce040d89472ebef5a934e0e
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06914058B2

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