1H-1,2,4-Triazole → HCID 10946371, Verbindung

HRID 1742117Notizen

Reaktionsgleichung

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

Komponenten

Reaktionsbedingungen

Temperatur: 80 °C

Versuchsvorschrift

Under an atmosphere of nitrogen, 27.6 g (0.4 mol) of 1,2,4-triazole and 33.6 g (0.3 mol) of potassium tert.-butylate in 100 ml of absolute dimethylformamide are introduced as an initial charge and heated to 80° C. At this temperature, a solution of 26.3 g (0.1 mol) of 1-chloro-2-(1-fluoro-cyclopropyl)-3-(4-chlorophenyl)-propan-2-ol in 50 ml of absolute dimethylformamide is added dropwise thereto while stirring. The mixture is stirred for another 6 hours at 100° C. and then concentrated by stripping off the diluent under reduced pressure. The residue is taken up in ethyl acetate, the solution is washed with water, and, after drying over sodium sulphate, the solvent is evaporated under reduced pressure. The product left behind is chromatographed on a silica gel column, using chloroform as the mobile solvent. In this way, 8.9 g (35% of theory) of 1-(4-chlorophenyl)-2-(1-fluoro-cyclopropyl)-3-(1,2,4-triazol-1-yl)-propan-2-ol are obtained in the form of a solid.

Aufarbeitung

additionan initial charge
stirringThe mixture is stirred for another 6 hours at 100° C.
concentrationconcentrated
washthe solution is washed with water
dry with materialafter drying over sodium sulphate
customthe solvent is evaporated under reduced pressure
waitThe product left behind
customis chromatographed on a silica gel column

Quellen und Nachweise

ORD-Eintrag: ord-4ba2c8fc4e584fbaa41b104b8df6b260
Quelldatensatz: uspto-grants-1994_08
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05336809

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