تفاعل #60466

معادلة التفاعل

sodium hydrogencarbonate

1-[4-methyl-2-(3,3,5,5-tetramethylcyclohexyl)phenyl]piperazine

propionaldehyde

sodium triacetoxyborohydride

→

1-[4-methyl-2-(3,3,5,5-tetramethylcyclohexyl)phenyl]-4-propylpiperazine

المردود 89.7%

المذيبات

tetrahydrofuran

ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   تجفيفThe separated organic layer was dried over anhydrous sodium sulfate
2. 2
   ترشيحThe desiccant was filtered off
3. 3
   تركيزthe filtrate was concentrated under reduced pressure
4. 4
   أخرىThe resultant residue was purified by NH silica gel column chromatography (ethyl acetate/heptane)

الإجراء التجريبي

To a mixture of 1-[4-methyl-2-(3,3,5,5-tetramethylcyclohexyl)phenyl]piperazine (55 mg, 0.175 mmol) produced in Example (70b), propionaldehyde (20 mg, 0.350 mmol) and tetrahydrofuran (2 mL) was added sodium triacetoxyborohydride (75 mg, 0.350 mmol), followed by stirring for 1 hour and 15 minutes at room temperature. Saturated aqueous solution of sodium hydrogencarbonate was added to the reaction mixture and extraction was performed with ethyl acetate. The separated organic layer was 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/heptane) to give 56 mg of 1-[4-methyl-2-(3,3,5,5-tetramethylcyclohexyl)phenyl]-4-propylpiperazine as a colorless solid.

المصدر