反応 #2298474

反応方程式

water

(2'-cyanobiphenyl-4-yl)methyl bromide

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

sodium hydride

→

methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethylthio-4-methylthieno [3,4-d]imidazole-6-carboxylate

溶媒

DMF

DMF

反応条件

後処理

1. 1
   温度cooling
2. 2
   workup.STIRRINGby stirring for one hour at room temperature
3. 3
   抽出was extracted with ethyl acetate
4. 4
   洗浄The extract was washed with water
5. 5
   その他dried
6. 6
   その他the solvent was evaporated in vacuo
7. 7
   その他The residue was purified by silica gel column chromatography
8. 8
   その他to give crystals
9. 9
   その他Recrystallization from ethyl acetate - hexane afforded pale yellow prisms (7.6 g, 77%), m.p. 149°-151° C.

実験手順

To a solution of methyl 2-ethylthio-4-methylthieno[3,4-d]imidazole-6-carboxylate (5.7 g) in DMF (30 ml) was added sodium hydride (60% oil, 0.98 g) under ice-cooling. After stirring the reaction mixture for 20 minutes, to the mixture was added dropwise a solution of (2'-cyanobiphenyl-4-yl)methyl bromide (7.25 g) in DMF (20 ml), followed by stirring for one hour at room temperature. To the reaction mixture was added water, which was extracted with ethyl acetate. The extract was washed with water and dried, then the solvent was evaporated in vacuo. The residue was purified by silica gel column chromatography to give crystals. Recrystallization from ethyl acetate - hexane afforded pale yellow prisms (7.6 g, 77%), m.p. 149°-151° C.

出典