تفاعل #60412

معادلة التفاعل

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

bis(2-chloroethyl)amine hydrochloride

→

title compound

المردود 48.2%

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

المردود 48.2%

المذيبات

1,2-dichlorobenzene

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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.

المصدر