1H-1,2,4-Triazole → HCID 19811975、化合物

HRID 373161ノート

反応式

HRID 373161 の反応式
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.C(=O)([O-])[O-].[K+].[K+].Cl[CH2:13][C:14]([C:24]1([CH3:30])[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1)([OH:23])[CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[Cl:22]>CN(C)C=O>[Cl:22][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[CH2:15][C:14]([C:24]1([CH3:30])[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1)([OH:23])[CH2:13][N:1]1[CH:5]=[N:4][CH:3]=[N:2]1

参加物

5

反応物 3

HCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 19811974HCID 19811974、化合物

生成物 1

HCID 19811975HCID 19811975、化合物収率 46.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
80 °C

実験手順

12 g (174 mmol) of 1,2,4-triazole and 17 g (123 mmol) of potassium carbonate are initially introduced into 30 ml of absolute dimethylformamide under a nitrogen atmosphere and the mixture is heated to 80° C. At this temperature, a solution of 16.7 g (55.5 mmol) of 1-chloro-3-(2-chlorophenyl)-2-(1-methyl-cyclohex-1-yl)-propan-2-ol in 20 ml of absolute dimethylformamide is added dropwise with stirring. The reaction mixture is then stirred at 80° C. for a further 8 hours. The precipitate is filtered off with suction, and the filtrate is concentrated by stripping off the diluent under reduced pressure. The residue is taken up in ethyl acetate, washed with water and, after drying over sodium sulphate, the solvent is stripped off under reduced pressure. The product which remains is chromatographed through a silica gel column using dichloromethane/ethanol=99:1 as the eluent. 8.6 g (46.5% of theory) of 1-(2-chlorophenyl)-2-(1-methyl-cyclohex-1-yl)-3 -(1,2,4-triazol-1-yl)-propan-2-ol are obtained in this manner in the form of a solid substance of melting point 105° C.

後処理

  1. stirringThe reaction mixture is then stirred at 80° C. for a further 8 hours
  2. filtrationThe precipitate is filtered off with suction
  3. concentrationthe filtrate is concentrated
  4. washwashed with water
  5. dry with materialafter drying over sodium sulphate
  6. customThe product which remains is chromatographed through a silica gel column

出典と根拠

ORDレコード
ord-718bebf8961545c4b472062adaebb075
出典データセット
uspto-grants-1992_11
特許番号
US05162355

反応ノート

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