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 1732150ノート

反応式

HRID 1732150 の反応式
[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

参加物

5

反応物 3

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

生成物 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

試薬・触媒・溶媒 1

HCID 6386tert-Butanol溶媒

実験手順

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°.

後処理

  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

出典と根拠

ORDレコード
ord-af3805ec18a144dc908710814af63e8b
出典データセット
uspto-grants-1986_11
特許番号
US04625036

反応ノート

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