反応 #60420

反応方程式

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

ammonium chloride

→

title compound

収率 120.8%

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

収率 120.8%

溶媒

ethanol

反応条件

後処理

1. 1
   ろ過The reaction mixture was passed through Celite for filtration
2. 2
   workup.ADDITIONbrine was added to the filtrate
3. 3
   抽出the mixture was extracted with ethyl acetate
4. 4
   乾燥The organic layer was dried over anhydrous magnesium sulfate
5. 5
   ろ過the desiccant was filtered off
6. 6
   濃縮the filtrate was concentrated under reduced pressure

実験手順

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.

出典