反応 #1924866

反応方程式

hydrogen

potassium tert-butoxide

Water

N,N-dimethylformamide

(2,3-methylenedioxybenzyl)triphenylphosphonium bromide

→

title compound

1-Benzyl-4-(2,3-methylenedioxyphenethyl)piperidine

溶媒

ethanol

反応条件

後処理

1. 1
   抽出the mixture was extracted with ethyl acetate
2. 2
   洗浄The organic layer was washed with brine
3. 3
   乾燥dried over anhydrous magnesium sulfate
4. 4
   その他The solvent was evaporated
5. 5
   その他the crude product was purified
6. 6
   その他separated by NH
7. 7
   その他form silica gel column chromatography (ethyl acetate:hexane=1:4)
8. 8
   workup.STIRRINGthe mixture was stirred at room temperature under ordinary atmosphere for two hours
9. 9
   ろ過The reaction solution was filtered
10. 10
    その他the filtrate was evaporated

実験手順

20.3 g of 4-(1-benzyl)piperidinecarboxaldehyde and 48.0 g of (2,3-methylenedioxybenzyl)triphenylphosphonium bromide and 12.0 g of potassium tert-butoxide were suspended in 200 ml of N,N-dimethylformamide, and the mixture was stirred at room temperature for one hour. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and then dried over anhydrous magnesium sulfate. The solvent was evaporated, and the crude product was purified and separated by NH form silica gel column chromatography (ethyl acetate:hexane=1:4). The resulting product and 2.03 g of 10% palladium-carbon powder (water-containing product) were suspended in 200 ml of ethanol. After replacing the atmosphere of a container with hydrogen, the mixture was stirred at room temperature under ordinary atmosphere for two hours. The reaction solution was filtered, and the filtrate was evaporated, to give 20.3 g of the title compound as a colorless oil.

出典