반응 #93300

반응 방정식

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

triethylamine

oxalyl chloride

sodium bicarbonate

→

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

수율 51.3%

용매

chloroform

chloroform

반응 조건

후처리

1. 1
   온도cooling
2. 2
   추출extracted with methylene chloride
3. 3
   세척The organic layer is washed with water
4. 4
   건조dried over anhydrous sodium sulfate
5. 5
   농축concentrated
6. 6
   기타The residue is chromatographed on a column of silica-gel
7. 7
   세척eluted with benzene-ethyl acetate (1:1 v/v)
8. 8
   농축The eluate is concentrated
9. 9
   기타the resulting residue is crystallized from ethyl acetate-isopropyl ether

실험 절차

To a solution of 400 mg of 2-(2,4-dichlorophenyl)-1-(4-fluorophenyl)-3-(1H-1,2,4-triazol-1-yl)-1,2-propanediol and 430 mg of triethylamine in 20 ml of dry chloroform is added a solution of 532 mg of oxalyl chloride and 2 ml of dry chloroform in small portions with ice-cooling, and the mixture is stirred at room temperature for 1 hour. The reaction mixture is mixed with ice-water and aqueous sodium bicarbonate solution and extracted 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 and eluted with benzene-ethyl acetate (1:1 v/v). The eluate is concentrated, and the resulting residue is crystallized from ethyl acetate-isopropyl ether to give 219 mg of 4-(2,4-dichlorophenyl)-5-(4-fluorophenyl)-2-oxo-4-(1H-1,2,4-triazol-1-yl)methyl-1,3-dioxolane as crystals. m.p. 190°-191° C. Yield: 51.3%

출처