反应 #684960

反应方程式

potassium cyanide

benzoyl chloride

6,7-dimethoxyisoquinoline

→

title compound

收率 33.7%

2-Benzoyl-6,7-dimethoxy-1,2-dihydro-1-isoquinolinecarbonitrile

收率 33.7%

溶剂

methylene chloride

反应条件

后处理

1. 1
   其他was synthesized
2. 2
   温度while heating
3. 3
   温度under reflux for 2 hours
4. 4
   过滤filtered through celite
5. 5
   洗涤washed with methylene chloride and water
6. 6
   其他After the obtained filtrate was separated
7. 7
   洗涤the methylene chloride layer was washed successively with water, 2 N hydrochloric acid, water, and 2 N sodium hydroxide
8. 8
   干燥dried over anhydrous magnesium sulfate
9. 9
   浓缩concentrated under reduced pressure
10. 10
    其他The residue was purified by silica gel column chromatography

实验过程

An aqueous potassium cyanide (1.0 g, 16 mmol) solution (2.3 ml) and benzoyl chloride (1.1 ml, 9.5 mmol) were added to a solution of 6,7-dimethoxyisoquinoline (1.0 g, 5.3 mmol), which was synthesized according to Tetrahedron, 37 (23), 3977 (1981), in methylene chloride (6.0 ml), and this reaction mixture was stirred while heating under reflux for 2 hours. The reaction mixture was cooled to room temperature, filtered through celite, and washed with methylene chloride and water. After the obtained filtrate was separated, the methylene chloride layer was washed successively with water, 2 N hydrochloric acid, water, and 2 N sodium hydroxide, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (573 mg).

来源