Reacción #2069943

Ecuación de reacción

compound

(4-Butylphenyl)(1-isoquinolyl)ketone

hydrazine monohydrate

potassium hydroxide

→

title compound

Rendimiento 55.3%

1-(4-butylbenzyl)isoquinoline

Rendimiento 55.3%

Disolventes

diethylene glycol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITat 200° C. for 1 hour
2. 2
   TemperaturaThe mixture was cooled to room temperature
3. 3
   Extracciónthis was extracted with ethyl acetate
4. 4
   LavadoThe extract was washed with water
5. 5
   Secadodried over anhydrous magnesium sulfate
6. 6
   Concentraciónconcentrated under reduced pressure
7. 7
   OtroThe residue was purified by silica gel column chromatography

Procedimiento

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).

Fuente