Reaktion #684960

Reaktionsgleichung

potassium cyanide

benzoyl chloride

6,7-dimethoxyisoquinoline

→

title compound

Ausbeute 33.7%

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

Ausbeute 33.7%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas synthesized
2. 2
   Temperaturwhile heating
3. 3
   Temperaturunder reflux for 2 hours
4. 4
   Filtrationfiltered through celite
5. 5
   Waschenwashed with methylene chloride and water
6. 6
   SonstigeAfter the obtained filtrate was separated
7. 7
   Waschenthe methylene chloride layer was washed successively with water, 2 N hydrochloric acid, water, and 2 N sodium hydroxide
8. 8
   Trocknendried over anhydrous magnesium sulfate
9. 9
   Einengenconcentrated under reduced pressure
10. 10
    SonstigeThe residue was purified by silica gel column chromatography

Vorschrift

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).

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