Ethanol → 1-(4-Chlorophenyl)-4,4-dimethyl-3-(imidazol-1-yl-methyl)-1-penten-3-ol

Reaktionsgleichung

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH: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]=N1.[CH2:22](O)C>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][C:10]([CH2:12][N:17]2[CH:22]=[CH:19][N:20]=[CH:21]2)([OH:11])[C:13]([CH3:16])([CH3:15])[CH3:14])=[CH:4][CH:3]=1

Komponenten

Edukt 3

HCID 702Ethanol

HCID 92571H-1,2,4-Triazole

HCID 537788492-(4-Chlorophenyl-ethenyl)-2-tert.-butyl-oxirane

Produkt 1

HCID 541739481-(4-Chlorophenyl)-4,4-dimethyl-3-(imidazol-1-yl-methyl)-1-penten-3-olAusbeute 77 %

Versuchsvorschrift

A solution of 17.75 g (0.075 mole) of 2-(4-chlorophenyl-ethenyl)-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 mixture was then concentrated and the crystalline residue was stirred with ether. The solid was then filtered off and recrystallised from acetonitrile. 17.7 g (77% of theory) of 1-(4-chlorophenyl)-4,4-dimethyl-3-(imidazol-1-yl-methyl)-1-penten-3-ol of melting point 139°-41° C. were obtained.