Реакция #60420

Уравнение реакции

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

ammonium chloride

→

title compound

Выход 120.8%

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

Выход 120.8%

Растворители

ethanol

Условия реакции

Обработка

1. 1
   ФильтрацияThe reaction mixture was passed through Celite for filtration
2. 2
   workup.ADDITIONbrine was added to the filtrate
3. 3
   Экстракцияthe mixture was extracted with ethyl acetate
4. 4
   СушкаThe organic layer was dried over anhydrous magnesium sulfate
5. 5
   Фильтрацияthe desiccant was filtered off
6. 6
   Концентрированиеthe filtrate was concentrated under reduced pressure

Методика

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.

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