1H-1,2,4-Triazole → Tebuconazole

HRID 371487

反応式

HRID 371487 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]2([C:13]([CH3:16])([CH3:15])[CH3:14])[CH2:12][O:11]2)=[CH:4][CH:3]=1.[NH:17]1[CH:21]=[N:20][CH:19]=[N:18]1>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]([CH2:12][N:17]2[CH:21]=[N:20][CH:19]=[N:18]2)([OH:11])[C:13]([CH3:16])([CH3:15])[CH3:14])=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 92571H-1,2,4-TriazoleHCID 946842-tert-Butyl-2-(2-(4-chlorophenyl)ethyl)oxirane

生成物 1

HCID 86102Tebuconazole収率 53.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 17.9 g (0.075 mole) of 2-(4-chlorophenylethyl)-2-tert.-butyl-oxirane and 6.9 g (0.1 mole) of 1,2,4-triazole in 30 ml of ethanol was heated in a bomb tube at 150° C. for 20 hours. The reaction solution was allowed to cool and was concentrated. The residue was dissolved in ether and the solution was washed three times with water and once with sodium chloride solution, dried over sodium sulphate and concentrated. The residue was chromatographed over a silica gel column (mobile phase: methylene chloride/ethyl acetate 1:1). 12.3 g (53.2% of theory) of 1-(4-chlorophenyl)-4,4-dimethyl-3-(1,2,4-triazol-1-yl-methyl)-pentane-3-ol were obtained as a viscous oil.

後処理

  1. temperatureto cool
  2. concentrationwas concentrated
  3. dissolutionThe residue was dissolved in ether
  4. washthe solution was washed three times with water
  5. dry with materialonce with sodium chloride solution, dried over sodium sulphate
  6. concentrationconcentrated
  7. customThe residue was chromatographed over a silica gel column (mobile phase: methylene chloride/ethyl acetate 1:1)

出典と根拠

ORDレコード
ord-74db8e5bb66b41c095213b112c53683b
出典データセット
uspto-grants-1985_07
特許番号
US04532341

関連ノート

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