Water → 2,7-Difluoro-3-methyl-9H-fluorenone

HRID 465487노트

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HRID 465487 반응식
[CH3:1][C:2]1[C:3]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[C:14]([CH3:19])[CH:13]=2)=[C:4]([CH:8]=[C:9]([F:11])[CH:10]=1)C(O)=O.[OH2:20]>>[F:18][CH:15]1[C:14]([CH3:19])=[CH:13][C:12]2[C:3]3[C:2](=[CH:10][C:9]([F:11])=[CH:8][CH:4]=3)[CH2:1][C:17]=2[C:16]1=[O:20]

참가 물질

3

반응물 2

HCID 962WaterHCID 19874639Methyl 2-(3-methyl-4-fluorophenyl)-5-fluorobenzoic acid

생성물 1

HCID 679031352,7-Difluoro-3-methyl-9H-fluorenone수율 33%

반응 조건

온도
180 °C

실험 절차

A stirred mixture of methyl 2-(3-methyl-4-fluorophenyl)-5-fluorobenzoic acid (6.5 g, 26.2 mmol) and polyphosphoric acid (30 g) was heated at 180° C. for 2 h. After the mixture had cooled to 80° C., it was poured into water (200 mL), and extracted with ethyl acetate. The combined extracts were washed with brine, dried over MgSO4, treated with charcoal, and concentrated. Chromatography on silica gel using 20% toluene in hexane provided 2 g (33%) of the desired ketone.

후처리

  1. temperatureAfter the mixture had cooled to 80° C.
  2. extractionextracted with ethyl acetate
  3. washThe combined extracts were washed with brine
  4. dry with materialdried over MgSO4
  5. additiontreated with charcoal
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-09782fc3af5c4933b3044ec73d1e2e59
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05153211

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