Hydrochloric Acid → 2,3-Bis(4-fluorophenyl)-5-[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]-1H-pyrrole

HRID 2058665ノート

反応式

HRID 2058665 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[F:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[C:18]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)=[N:17][C:16](=[C:26]([C:31]([F:34])([F:33])[F:32])[C:27]([F:30])([F:29])[F:28])[CH:15]=2)=[CH:10][CH:9]=1.O.Cl>CCOCC>[F:25][C:22]1[CH:21]=[CH:20][C:19]([C:18]2[NH:17][C:16]([CH:26]([C:27]([F:29])([F:30])[F:28])[C:31]([F:32])([F:33])[F:34])=[CH:15][C:14]=2[C:11]2[CH:10]=[CH:9][C:8]([F:7])=[CH:13][CH:12]=2)=[CH:24][CH:23]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 128315954,5-Bis(4-fluorophenyl)-2-[2,2,2-trifluoro-1-(trifluoromethyl)ethylidene]-2H-pyrroleHCID 21226445Aluminium lithium hydride

生成物 1

HCID 128315992,3-Bis(4-fluorophenyl)-5-[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]-1H-pyrrole

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

To a mixture of 0.57 g (0.015 mole) of lithium aluminum hydride in 200 ml ether under nitrogen was added dropwise a solution of 4.03 g (0.01 mole) of 4,5-bis(4-fluorophenyl)-2-[2,2,2-trifluoro-1-(trifluoromethyl)ethylidene]-2H-pyrrole in 50 ml ether. The mixture was stirred at room temperature for 2 hours, then water was added cautiously dropwise. Finally approximately 50 ml of 1 N HCl was added and the ether layer was separated. The aqueous layer was further extracted with ether. The combined ether layers were dried and concentrated under vacuum. The residue was purified by column chromatography on 450 g slica gel, eluting with 75/25 hexane/toluene to give, after recrystallization from hexane, 1.6 g (40%) of product, m.p. 123°-124°, identical by ir and tlc to product obtained by Method A.

後処理

  1. customthe ether layer was separated
  2. extractionThe aqueous layer was further extracted with ether
  3. dry with materialThe combined ether layers were dried
  4. concentrationconcentrated under vacuum
  5. customThe residue was purified by column chromatography on 450 g slica gel
  6. washeluting with 75/25 hexane/toluene
  7. customto give
  8. customafter recrystallization from hexane, 1.6 g (40%) of product, m.p. 123°-124°

出典と根拠

ORDレコード
ord-014c52a872934456ab030e37101f809b
出典データセット
uspto-grants-1982_03
特許番号
US04318917

反応ノート

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