Hexafluoroacetone trihydrate → 4,5-Bis(4-fluorophenyl)-1-methyl-alpha,alpha-bis(trifluoromethyl)-1H-pyrrole-2-methanol

HRID 2412950ノート

反応式

HRID 2412950 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]([CH3:20])[CH:10]=[CH:11][C:12]=2[C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)=[CH:4][CH:3]=1.O.O.O.[F:24][C:25]([F:33])([F:32])[C:26]([C:28]([F:31])([F:30])[F:29])=[O:27]>C1(C)C=CC=CC=1>[F:19][C:16]1[CH:17]=[CH:18][C:13]([C:12]2[CH:11]=[C:10]([C:26]([C:28]([F:31])([F:30])[F:29])([C:25]([F:33])([F:32])[F:24])[OH:27])[N:9]([CH3:20])[C:8]=2[C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)=[CH:14][CH:15]=1

参加物

4

反応物 2

HCID 36719Hexafluoroacetone trihydrate3 回HCID 128733522,3-bis(4-fluorophenyl)-1-methyl-1H-pyrrole

生成物 1

HCID 133713504,5-Bis(4-fluorophenyl)-1-methyl-alpha,alpha-bis(trifluoromethyl)-1H-pyrrole-2-methanol

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of 4.0 g (0.015 mole) of 2,3-bis(4-fluorophenyl)-1-methyl-1H-pyrrole and 3.7 g (0.017 mole) of hexafluoroacetone trihydrate in 75 ml toluene was heated at reflux overnight. Another 3.7 g of hexafluoroacetone trihydrate was added and the mixture was heated at reflux overnight again. An additional 2.0 g of hexafluoroacetone trihydrate was added and the mixture was heated at reflux another eight hours. The mixture was washed twice with water, then the organic layer was dried and concentrated. The crude product was purified by chromatography on silica gel, eluting with hexane/toluene mixtures to give, after recrystallization from hexane, 4.8 g of product, m.p. 130°-131°.

後処理

  1. temperaturewas heated
  2. temperatureat reflux overnight
  3. temperaturethe mixture was heated
  4. temperatureat reflux overnight again
  5. temperaturethe mixture was heated
  6. temperatureat reflux another eight hours
  7. washThe mixture was washed twice with water
  8. customthe organic layer was dried
  9. concentrationconcentrated
  10. customThe crude product was purified by chromatography on silica gel
  11. washeluting with hexane/toluene
  12. customto give
  13. customafter recrystallization from hexane, 4.8 g of product, m.p. 130°-131°

出典と根拠

ORDレコード
ord-2c5894ee05764e50a7baa2b12a99547b
出典データセット
uspto-grants-1985_01
特許番号
US04495196

反応ノート

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