تفاعل #60469

معادلة التفاعل

sodium hydrogencarbonate

3-methyl-2-(3,3,5,5-tetramethylcyclohex-1-enyl)phenylamine

1,2-dichlorobenzene

bis(2-chloroethyl)amine hydrochloride

→

title compound

المردود 73.5%

1-[3-Methyl-2-(3,3,5,5-tetramethylcyclohex-1-enyl)phenyl]piperazine

المردود 73.5%

المذيبات

chloroform

ظروف التفاعل

المعالجة

1. 1
   أخرىDuring the reaction
2. 2
   درجة الحرارةThe reaction mixture was cooled to room temperature
3. 3
   أخرىthe filtrate obtained by filtration through Celite
4. 4
   استخلاصwas extracted with chloroform
5. 5
   غسيلThe separated organic layer was washed with brine
6. 6
   تجفيفdried over anhydrous sodium sulfate
7. 7
   ترشيحThe desiccant was filtered off
8. 8
   تركيزthe filtrate was concentrated under reduced pressure
9. 9
   أخرىThe resultant residue was purified by NH silica gel column chromatography (ethyl acetate/hexane)

الإجراء التجريبي

To a mixture of 3-methyl-2-(3,3,5,5-tetramethylcyclohex-1-enyl)phenylamine (663 mg, 2.72 mmol) produced in Example (71b) and 1,2-dichlorobenzene (3 mL) was added bis(2-chloroethyl)amine hydrochloride (632 mg, 3.54 mmol), followed by stirring for 5 hours and 50 minutes at an external temperature of 200° C. under a nitrogen atmosphere. During the reaction, a nitrogen stream was passed through the reactor several times. The reaction mixture was cooled to room temperature, chloroform and saturated solution of sodium hydrogencarbonate were added, and the filtrate obtained by filtration through Celite was extracted with chloroform. The separated organic layer was washed with brine and then dried over anhydrous sodium 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 625 mg of the title compound as a yellow solid.

المصدر