反応 #93300

反応方程式

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

収率 51.3%

溶媒

chloroform

chloroform

反応条件

後処理

1. 1
   温度cooling
2. 2
   抽出extracted with methylene chloride
3. 3
   洗浄The organic layer is washed with water
4. 4
   乾燥dried over anhydrous sodium sulfate
5. 5
   濃縮concentrated
6. 6
   その他The residue is chromatographed on a column of silica-gel
7. 7
   洗浄eluted with benzene-ethyl acetate (1:1 v/v)
8. 8
   濃縮The eluate is concentrated
9. 9
   その他the resulting residue is crystallized from ethyl acetate-isopropyl ether

実験手順

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%

出典