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

HRID 465487ノート

反応式

HRID 465487 の反応式
[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]

参加物

3

反応物 2

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

生成物 1

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

反応条件

温度
180 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-09782fc3af5c4933b3044ec73d1e2e59
出典データセット
uspto-grants-1992_10
特許番号
US05153211

反応ノート

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