Reacción #60420

Ecuación de reacción

1-(4,4-diethylcyclohex-1-enyl)-4-methoxy-2-nitrobenzene

ammonium chloride

→

title compound

Rendimiento 120.8%

2-(4,4-Diethylcyclohex-1-enyl)-5-methoxyphenylamine

Rendimiento 120.8%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe reaction mixture was passed through Celite for filtration
2. 2
   workup.ADDITIONbrine was added to the filtrate
3. 3
   Extracciónthe mixture was extracted with ethyl acetate
4. 4
   SecadoThe organic layer was dried over anhydrous magnesium sulfate
5. 5
   Filtraciónthe desiccant was filtered off
6. 6
   Concentraciónthe filtrate was concentrated under reduced pressure

Procedimiento

To a solution of 1-(4,4-diethylcyclohex-1-enyl)-4-methoxy-2-nitrobenzene (2.4 g, 8.3 mmol) prepared in Example (6d) in ethanol (20 mL) were added an aqueous solution (5 mL) of ammonium chloride (2.2 g, 41 mmol) and iron powder (1.2 g, 20.7 mmol), and the mixture was stirred at an external temperature of 90° C. for 1 hour. The reaction mixture was passed through Celite for filtration, and then brine was added to the filtrate and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, the desiccant was filtered off, and then the filtrate was concentrated under reduced pressure to give 2.6 g of the title compound as a yellow oil.

Fuente