تفاعل #684960

معادلة التفاعل

potassium cyanide

benzoyl chloride

6,7-dimethoxyisoquinoline

→

title compound

المردود 33.7%

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

المردود 33.7%

المذيبات

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   أخرىwas synthesized
2. 2
   درجة الحرارةwhile heating
3. 3
   درجة الحرارةunder reflux for 2 hours
4. 4
   ترشيحfiltered through celite
5. 5
   غسيلwashed with methylene chloride and water
6. 6
   أخرىAfter the obtained filtrate was separated
7. 7
   غسيلthe methylene chloride layer was washed successively with water, 2 N hydrochloric acid, water, and 2 N sodium hydroxide
8. 8
   تجفيفdried over anhydrous magnesium sulfate
9. 9
   تركيزconcentrated under reduced pressure
10. 10
    أخرىThe residue was purified by silica gel column chromatography

الإجراء التجريبي

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).

المصدر