تفاعل #1713942

معادلة التفاعل

1-benzhydrylpiperazine

N,N-diisopropylethylamine

p-nitrophenyl chloroformate

methyl 2-amino-5-chlorobenzoate

→

methyl 5-chloro-2-({[4-(diphenylmethyl)piperazine-1-yl]carbonyl}amino)benzoate

المردود 73.0%

المذيبات

THF chloroform

Ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   أخرىat 0° C
2. 2
   workup.STIRRINGthe mixture was stirred for 16 hours
3. 3
   غسيلthe mixture was washed with saturated saline
4. 4
   تجفيفThe organic layer was dried over anhydrous sodium sulfate
5. 5
   ترشيحfiltered through silica gel
6. 6
   أخرىcondensed under reduced pressure
7. 7
   أخرىthe residue was recrystallized with ethyl acetate/n-hexane

الإجراء التجريبي

0.77 g (5.9 mmol) of N,N-diisopropylethylamine and 1.19 g (5.9 mmol) of p-nitrophenyl chloroformate were added to a mixed solution of THF/chloroform (30 mL/60 mL) comprising 1.0 g (5.4 mmol) of methyl 2-amino-5-chlorobenzoate at 0° C. The mixture was stirred at room temperature for 1.5 hours. Thereafter, 1.36 g (5.4 mmol) of 1-benzhydrylpiperazine was added at room temperature, and the mixture was stirred for 16 hours. Ethyl acetate was added to the reaction mixture, and the mixture was washed with saturated saline. The organic layer was dried over anhydrous sodium sulfate and filtered through silica gel. The resulting organic layer was condensed under reduced pressure, and the residue was recrystallized with ethyl acetate/n-hexane, thereby giving 1.81 g of methyl 5-chloro-2-({[4-(diphenylmethyl)piperazine-1-yl]carbonyl}amino)benzoate (yield: 73%).

المصدر