反応 #93301

反応方程式

bromochloromethane

ether

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

sodium hydride

→

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

収率 54.4%

溶媒

dimethylformamide

反応条件

後処理

1. 1
   その他to react at a temperature of 50° C. for 1 hour
2. 2
   洗浄The ethereal layer is washed with water
3. 3
   乾燥dried over anhydrous sodium sulfate
4. 4
   濃縮concentrated
5. 5
   その他The residue is chromatographed on a column of silica-gel, which
6. 6
   洗浄is eluted with 3% methanol-methylene chloride
7. 7
   濃縮The eluate is concentrated
8. 8
   その他the residue is crystallized from ethyl acetate

実験手順

To a solution of 500 mg of 2-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-3-(1H-1,2,4-triazol-1-yl)-1,2-propanediol in 5 ml of dry dimethylformamide is added 180 mg of 50% mineral oil dispersion of sodium hydride under ice cooling. Five minutes later 490 mg of bromochloromethane is added to the mixture, which is allowed to react at a temperature of 50° C. for 1 hour. The reaction mixture is mixed with ice water and shaken with ether. The ethereal 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 3% methanol-methylene chloride. The eluate is concentrated and the residue is crystallized from ethyl acetate to give 280 mg of 4-(4-chlorophenyl)-5-(2,4-dichlorophenyl)-4-(1H-1,2,4-triazol-1-yl)methyl-1,3-dioxolane as crystals melting at 201 ° to 203° C. The yield is 54%.

出典