Реакция #60412

Уравнение реакции

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

bis(2-chloroethyl)amine hydrochloride

→

title compound

Выход 48.2%

1-[2-(4,4-Dimethylcyclohex-1-enyl)-5-methoxyphenyl]piperazine

Выход 48.2%

Растворители

1,2-dichlorobenzene

Условия реакции

Обработка

1. 1
   ДругоеNitrogen gas was blown into the reactor several times during the reaction
2. 2
   Другоеto remove the excess hydrogen chloride gas in the reactor
3. 3
   workup.ADDITIONsaturated aqueous sodium hydrogencarbonate was added
4. 4
   Экстракцияthe mixture was extracted with ethyl acetate
5. 5
   СушкаThe organic layer was dried over anhydrous magnesium sulfate
6. 6
   ФильтрацияThe desiccant was filtered off
7. 7
   Концентрированиеthe filtrate was concentrated under reduced pressure
8. 8
   ДругоеThe resultant residue was purified by NH silica gel column chromatography (ethyl acetate/hexane)

Методика

A solution of 2-(4,4-dimethylcyclohex-1-enyl)-5-methoxyphenylamine (3.35 g, 14.5 mmol) prepared in Example (1d) and bis(2-chloroethyl)amine hydrochloride (3.1 g, 17.4 mmol) in 1,2-dichlorobenzene (10 mL) was stirred at 210° C. for 30 minutes. Nitrogen gas was blown into the reactor several times during the reaction to remove the excess hydrogen chloride gas in the reactor. The reaction mixture was cooled to room temperature, saturated aqueous sodium hydrogencarbonate was added and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate. The desiccant was filtered off and the filtrate was concentrated under reduced pressure. The resultant residue was purified by NH silica gel column chromatography (ethyl acetate/hexane) to give 2.1 g of the title compound as a yellow oil.

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