Reaktion #93303

Reaktionsgleichung

sodium hydrogencarbonate

1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-3-(1H-1,2,4-triazol-1-yl)-1,2-propanediol

phenyl chlorocarbonate

methylene chloride

→

5-(4-chlorophenyl)-4-(2,4-dichlorophenyl)-2-oxo-4-(1H-1,2,4-triazol-1-yl)methyl-1,3-dioxolane

Ausbeute 87.5%

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto react at room temperature for 18 hours
2. 2
   WaschenThe organic layer is washed with water
3. 3
   Trocknendried over anhydrous sodium sulfate
4. 4
   Einengenconcentrated
5. 5
   SonstigeThe residue is chromatographed on a column of silica-gel, which
6. 6
   Waschenis eluted with 2% methanolmethylene chloride
7. 7
   EinengenThe eluate is concentrated
8. 8
   Sonstigethe residue is crystallized from ethyl acetate-isopropyl ether

Vorschrift

To a solution of 500 mg of 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-3-(1H-1,2,4-triazol-1-yl)-1,2-propanediol in 1 ml of dry pyridine is added 300 mg of phenyl chlorocarbonate, and the resultant mixture is allowed to react at room temperature for 18 hours. The reaction mixture is mixed with aqueous sodium hydrogencarbonate solution and shaken with methylene chloride. The organic layer is washed with water, dried over anhydrous sodium sulfate and concentrated. The residue is chromatographed on a column of silica-gel, which is eluted with 2% methanolmethylene chloride. The eluate is concentrated and the residue is crystallized from ethyl acetate-isopropyl ether to give 466 mg of 5-(4-chlorophenyl)-4-(2,4-dichlorophenyl)-2-oxo-4-(1H-1,2,4-triazol-1-yl)methyl-1,3-dioxolane as crystals melting at 178° to 179° C. The yield is 87%.

Quelle