تفاعل #68123

معادلة التفاعل

N,N-dimethylformamide

ethyl 4-(3-(7-methoxy-2-oxo-1,2-dihydroquinolin-1-yl)propyl)piperidine-4-carboxylate

potassium carbonate

N,N-dimethylformamide

(2-bromoethoxy)benzene

→

ethyl 4-(3-(7-methoxy-2-oxo-1,2-dihydroquinolin-1-yl)propyl)-1-(2-phenoxyethyl)piperidine-4-carboxylate

المردود 90.7%

المذيبات

ethyl acetate

water

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwere added at room temperature
2. 2
   workup.WAITto stand overnight
3. 3
   أخرىThe organic layer was separated
4. 4
   غسيلwashed with aqueous saturated sodium chloride solution
5. 5
   تجفيفdried over anhydrous magnesium sulfate
6. 6
   أخرىthe solvent was removed under reduced pressure
7. 7
   أخرىThe residue thus obtained
8. 8
   أخرىwas purified by silica gel column chromatography [eluent; chloroform:methanol=30:1]

الإجراء التجريبي

To 2 mL of an N,N-dimethylformamide solution containing 0.10 g of ethyl 4-(3-(7-methoxy-2-oxo-1,2-dihydroquinolin-1-yl)propyl)piperidine-4-carboxylate, 74 mg of potassium carbonate and 1 mL of an N,N-dimethylformamide solution containing 60 mg of (2-bromoethoxy)benzene were added at room temperature. After stirred at 50° C. for 30 min, it was allowed to stand overnight. To the reaction mixture, water and ethyl acetate were added. The organic layer was separated, washed with aqueous saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue thus obtained was purified by silica gel column chromatography [eluent; chloroform:methanol=30:1], to give 0.12 g of ethyl 4-(3-(7-methoxy-2-oxo-1,2-dihydroquinolin-1-yl)propyl)-1-(2-phenoxyethyl)piperidine-4-carboxylate as a yellow oil.

المصدر