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

HRID 1460366노트

반응식

HRID 1460366 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-6f07452d71e54036be21ab2e942164f0
출처 데이터셋
uspto-grants-1991_12
특허 번호
US05070100

반응 노트

불러오는 중…