反应 #68043

反应方程式

N,N-dimethylformamide

ethyl 4-(3-(7-methoxy-4-methyl-2-oxoquinolin-1(2H)-yl)propyl)piperidine-4-carboxylate

potassium carbonate

2-(2-bromoethylthio)thiophene

→

ethyl 4-(3-(7-methoxy-4-methyl-2-oxoquinolin-1(2H)-yl)propyl)-1-(2-(2-thienylthio)ethyl)piperidine-4-carboxylate

收率 68.1%

溶剂

ethyl acetate

Water

反应条件

后处理

1. 1
   workup.ADDITIONwere added
2. 2
   其他the organic layer was separated
3. 3
   萃取the aqueous layer was extracted with ethyl acetate
4. 4
   洗涤washed with aqueous saturated sodium chloride solution
5. 5
   干燥dried over anhydrous magnesium sulfate
6. 6
   其他the solvent was removed under reduced pressure
7. 7
   其他The residue thus obtained
8. 8
   其他was purified by silica gel column chromatography [eluent; chloroform:methanol=100:1]

实验过程

To 4 mL of an N,N-dimethylformamide solution containing 0.29 g of ethyl 4-(3-(7-methoxy-4-methyl-2-oxoquinolin-1(2H)-yl)propyl)piperidine-4-carboxylate, 0.25 g of potassium carbonate and 0.20 g of 2-(2-bromoethylthio)thiophene were added and stirred at 60-70° C. for 2 hours. Water and ethyl acetate were added, the organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The organic layer and extracts were combined, 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=100:1] to give 0.27 g of ethyl 4-(3-(7-methoxy-4-methyl-2-oxoquinolin-1(2H)-yl)propyl)-1-(2-(2-thienylthio)ethyl)piperidine-4-carboxylate as a pale yellow oil.

来源