Reaktion #684950

Reaktionsgleichung

compound

(4-Butylphenyl)(1-isoquinolyl)ketone

hydrazine monohydrate

potassium hydroxide

→

title compound

Ausbeute 55.3%

1-(4-Butylbenzyl)Isoquinoline

Ausbeute 55.3%

Lösungsmittel

diethylene glycol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITat 200° C. for 1 hour
2. 2
   TemperaturThe mixture was cooled to room temperature
3. 3
   Extraktionthis was extracted with ethyl acetate
4. 4
   WaschenThe extract was washed with water
5. 5
   Trocknendried over anhydrous magnesium sulfate
6. 6
   Einengenconcentrated under reduced pressure
7. 7
   SonstigeThe residue was purified by silica gel column chromatography

Vorschrift

The compound of Example B3 (1.7 g, 6.0 mmol), hydrazine monohydrate (836 mg, 17 mmol), and potassium hydroxide (769 mg, 14 mmol) were added to diethylene glycol (8.5 ml), and this mixture was stirred at 80° C. for 1 hour, at 160° C. for 3.5 hours, then at 200° C. for 1 hour. The mixture was cooled to room temperature, ice water was added, and this was extracted with ethyl acetate. The extract was washed with water, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (914 mg).

Quelle