1H-1,2,4-Triazole → Tebuconazole

HRID 979451

Reaktionsgleichung

Reaktionsgleichung von HRID 979451
[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

Komponenten

4

Edukt 2

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

Produkt 1

HCID 86102TebuconazoleAusbeute 53,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 17.9 g (0.075 mole) of 2-(4-chlorophenylethyl)-2-tert.-butyloxirane and 6.9 g (0.1 mole) of 1,2,4-triazole in 30 ml of ethanol in a sealed tube is heated at 150° C. for 20 hours. The tube is allowed to cool and the reaction solution is evaporated. The residue is dissolved in ether, washed three times with water and once with sodium chloride solution, dried over sodium sulphate and evaporated. The residue is chromatographed over a column of silican gel (mobile phase: dichloroethane/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)-3-pentanol are obtained as a viscous oil.

Aufarbeitung

  1. temperatureto cool
  2. customthe reaction solution is evaporated
  3. dissolutionThe residue is dissolved in ether
  4. washwashed three times with water
  5. dry with materialonce with sodium chloride solution, dried over sodium sulphate
  6. customevaporated
  7. customThe residue is chromatographed over a column of silican gel (mobile phase: dichloroethane/ethyl acetate 1:1)

Quellen und Nachweise

ORD-Eintrag
ord-7450237c8f7f43f99617dae5adba092e
Quelldatensatz
uspto-grants-1987_05
Patentnummer
US04668660

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