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

HRID 2058665노트

반응식

HRID 2058665 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

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.

후처리

  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°

출처 및 근거

ORD 기록
ord-014c52a872934456ab030e37101f809b
출처 데이터셋
uspto-grants-1982_03
특허 번호
US04318917

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