تفاعل #60433

معادلة التفاعل

2-cyclohept-1-enylphenylamine

bis(2-chloroethyl)amine hydrochloride

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title compound

المردود 45.9%

1-(2-Cyclohept-1-enylphenyl)piperazine

المردود 45.9%

المذيبات

1,2-dichlorobenzene

ظروف التفاعل

المعالجة

1. 1
   أخرىDuring the reaction
2. 2
   أخرىto remove the hydrogen chloride gas in the reactor
3. 3
   درجة الحرارةthe reaction mixture was air-cooled to room temperature
4. 4
   workup.ADDITIONaqueous solution of potassium carbonate, ethyl acetate and methanol were added to the reaction mixture and extraction
5. 5
   تجفيفThe obtained organic layers were dried over anhydrous sodium 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/heptane)

الإجراء التجريبي

To a solution of 2-cyclohept-1-enylphenylamine (617 mg, 3.29 mmol) in 1,2-dichlorobenzene (8 mL) was added bis(2-chloroethyl)amine hydrochloride (705 mg, 3.95 mmol), and the mixture was stirred at an external temperature of 200° C. under a nitrogen atmosphere. During the reaction, a nitrogen stream was blown into the reactor to remove the hydrogen chloride gas in the reactor. This procedure was repeated several times. After 5 hours, the reaction mixture was air-cooled to room temperature, and then aqueous solution of potassium carbonate, ethyl acetate and methanol were added to the reaction mixture and extraction was performed three times with ethyl acetate. The obtained organic layers were dried over anhydrous sodium sulfate, and then 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/heptane) to give 387 mg of the title compound as a brown oil.

المصدر