反応 #5325

反応方程式

sodium hydride

[2'-(5-trichloromethyl-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl bromide

water

methyl 2-ethylthio-4-methylthieno[3,4-d]imidazole-6-carboxylate

→

title compound

Methyl 2-ethylthio-4-methyl-1-[2'-(5-trichloromethyl-1,2,4-oxadiazol-3-yl)biphenyl-4yl]methylthieno[3,4-d]imidazole-6-carboxylate

溶媒

DMF

反応条件

後処理

1. 1
   workup.STIRRINGthe mixture was stirred for two hours at room temperature
2. 2
   抽出the mixture was extracted with ethyl acetate
3. 3
   洗浄The organic layer was washed with a saturated aqueous saline solution
4. 4
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure
5. 5
   その他the residue was purified by column chromatography on silica gel

実験手順

To an ice-cooling solution of methyl 2-ethylthio-4-methylthieno[3,4-d]imidazole-6-carboxylate (3 g) in DMF (20 ml) was added sodium hydride (60%, oil) (0.56 g), and the mixture was stirred for 10 minutes. To the ice-cooling mixture was added [2'-(5-trichloromethyl-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl bromide (6.1 g), and the mixture was stirred for two hours at room temperature. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous saline solution. The solvent was distilled off under reduced pressure, and the residue was purified by column chromatography on silica gel to afford the title compound as a pale yellow syrupy product (4.15 g, 58%).

出典