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ChemicalBook CAS DataBase List 1-(PIPERIDIN-4-YLCARBONYL)PIPERIDINE

1-(PIPERIDIN-4-YLCARBONYL)PIPERIDINE synthesis

5synthesis methods
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Yield: 91%

Reaction Conditions:

Stage #1:4-(piperidine-1-carbonyl)-piperidine-1-carboxylic acid tert-butyl ester with hydrogenchloride in water at 0; for 0.166667 h;
Stage #2: with sodium hydroxide in water; pH=10

Steps:

4.b
3.2 g (10.8 mmol) of 4-(piperidine-l-carbonyl)-piperidine-l-carboxylic acid tert-butyl ester were dissolved in 25 mL of 6N HCl solution at 00C. After 10 minutes TLC showed complete conversion of the starting material, the mixture was cooled at 00C, basified to pH 10 with NaOH (pellets) and extracted with AcOEt. The organic phase concentrated under reduced pressure gave 1.9 g of title compound (91% yield).NMR (400 MHz, DMSO): 1.43-1.59 (4H, m), 1.60-1.75 (8H, m), 2.53-2.71 (3H, m), 3.06-3.20 (2H, m), 3.36-3.47(2H, m), 3.50-3.61 (2H, m).

References:

SIENA BIOTECH S.P.A. WO2007/82731, 2007, A1 Location in patent:Page/Page column 21