Sodium hydride → 2-[3-(4-Fluorophenyl)-1,2,4-triazole-1-yl]-1-(2-fluoro-4-trifluoromethylphenyl)-1-(1,2,4-triazole-1-ylmethyl)-ethanol

HRID 1732150노트

반응식

HRID 1732150 반응식
[F:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[C:12]1([CH2:15][N:16]2[CH:20]=[N:19][CH:18]=[N:17]2)[CH2:14][O:13]1.[F:21][C:22]1[CH:27]=[CH:26][C:25]([C:28]2[N:32]=[CH:31][NH:30][N:29]=2)=[CH:24][CH:23]=1.[H-].[Na+]>C(O)(C)(C)C>[F:21][C:22]1[CH:23]=[CH:24][C:25]([C:28]2[N:32]=[CH:31][N:30]([CH2:14][C:12]([C:3]3[CH:4]=[CH:5][C:6]([C:8]([F:11])([F:10])[F:9])=[CH:7][C:2]=3[F:1])([CH2:15][N:16]3[CH:20]=[N:19][CH:18]=[N:17]3)[OH:13])[N:29]=2)=[CH:26][CH:27]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 202266732-(2-Fluoro-4-trifluoromethylphenyl)-2-(1,2,4-triazol-1-ylmethyl)oxiraneHCID 178505560HCID 178505560, 화합물

생성물 1

HCID 202267022-[3-(4-Fluorophenyl)-1,2,4-triazole-1-yl]-1-(2-fluoro-4-trifluoromethylphenyl)-1-(1,2,4-triazole-1-ylmethyl)-ethanol

시약·촉매·용매 1

HCID 6386tert-Butanol용매

실험 절차

2-(2-Fluoro-4-trifluoromethylphenyl)-2-(1,2,4-triazole-1-ylmethyl)oxirane (0.4 g.) and 3-(4-fluorophenyl)-1,2,4-triazole (0.3 g.) were added to a solution of sodium hydride (0.1 g. of a 50% dispersion in oil) in tert-butyl alcohol (10 ml.) and the mixture was heated at 80° for 16 hours. The reaction mixture was evaporated to dryness and the residual gum was partitioned between ethyl acetate and water. The organic layer was separated, dried and evaporated to dryness. The residual gum was chromatographed on a K60 silica column, eluting successively with chloroform/petroleum ether (b.p. 60°-80° C.) 60/40 v/v, 70/30 v/v and 80/20 v/v, to give 2-[3-(4-fluorophenyl)-1,2,4-triazole-1-yl]-1-(2-fluoro-4-trifluoromethylphenyl)-1-(1,2,4-triazole-1-ylmethyl)-ethanol, m.p. 96°-100°.

후처리

  1. customThe reaction mixture was evaporated to dryness
  2. customthe residual gum was partitioned between ethyl acetate and water
  3. customThe organic layer was separated
  4. customdried
  5. customevaporated to dryness
  6. customThe residual gum was chromatographed on a K60 silica column
  7. washeluting successively with chloroform/petroleum ether (b.p. 60°-80° C.) 60/40 v/v, 70/30 v/v and 80/20 v/v

출처 및 근거

ORD 기록
ord-af3805ec18a144dc908710814af63e8b
출처 데이터셋
uspto-grants-1986_11
특허 번호
US04625036

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