反応 #68043

反応方程式

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

収率 68.1%

溶媒

ethyl acetate

Water

反応条件

後処理

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

実験手順

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.

出典