反応 #67994

反応方程式

N,N-dimethylformamide

methyl 4-(3-hydroxypropyl)piperidine-3-carboxylate acetate

triethylamine

2-((2-bromoethyl)thio)thiophene

→

methyl 4-(3-hydroxypropyl)-1-(2-(2-thienylthio)ethyl)piperidine-3-carboxylate

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
   洗浄The organic layer was washed sequentially with water
4. 4
   乾燥an aqueous saturated sodium chloride solution and dried over anhydrous magnesium sulfate
5. 5
   その他the solvent was removed under reduced pressure
6. 6
   その他The residue thus obtained
7. 7
   その他was purified by silica gel column chromatography [eluent; chloroform:methanol=50:1]

実験手順

To 3.1 mL of an N,N-dimethylformamide solution containing 0.12 g of methyl 4-(3-hydroxypropyl)piperidine-3-carboxylate acetate, 0.19 mL of triethylamine and 0.14 g of 2-((2-bromoethyl)thio)thiophene were added, and the mixture was stirred at 70 to 80° C. for 2.5 hours. Water and ethyl acetate were added thereto, and the organic layer was separated. The organic layer was washed sequentially with water and an aqueous saturated sodium chloride solution and 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=50:1] to obtain 0.10 g of a brown oily substance, methyl 4-(3-hydroxypropyl)-1-(2-(2-thienylthio)ethyl)piperidine-3-carboxylate.

出典