반응 #684960

반응 방정식

potassium cyanide

benzoyl chloride

6,7-dimethoxyisoquinoline

→

title compound

수율 33.7%

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

수율 33.7%

용매

methylene chloride

반응 조건

후처리

1. 1
   기타was synthesized
2. 2
   온도while heating
3. 3
   온도under reflux for 2 hours
4. 4
   여과filtered through celite
5. 5
   세척washed with methylene chloride and water
6. 6
   기타After the obtained filtrate was separated
7. 7
   세척the methylene chloride layer was washed successively with water, 2 N hydrochloric acid, water, and 2 N sodium hydroxide
8. 8
   건조dried over anhydrous magnesium sulfate
9. 9
   농축concentrated under reduced pressure
10. 10
    기타The residue was purified by silica gel column chromatography

실험 절차

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).

출처