4-(3-METHYLPHENYL) PIPERIDINE HYDROCHLORIDE synthesis
- Product Name:4-(3-METHYLPHENYL) PIPERIDINE HYDROCHLORIDE
- CAS Number:80120-03-2
- Molecular formula:C12H18ClN
- Molecular Weight:211.73
1370256-33-9
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80120-03-2
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$322.00/500mg
Yield:80120-03-2 94%
Reaction Conditions:
with palladium 10% on activated carbon;hydrogen in methanol; for 72 h;
Steps:
Preparation of 4-arylpiperidine hydrochlorides (General Procedure D)
General procedure: The starting material (either 1-benzyl-4-aryl-1,2,3,6-tetrahydropyridine, its hydrochloride salt; or 4-aryl-1,2,3,6-tetrahydropyridinium chloride) (1 mmol) was dissolved in the specified alcohol (10 mL) and stirred vigorously under an atmosphere of hydrogen in the presence of 10% palladium on carbon (0.1 molar equivalents). The progress of the reaction was monitored by TLC (10% methanol / chloroform with 1% ammonia) every 12 h and, if incomplete, additional palladium on carbon (0.01 molar equivalents) was added. When the starting material had been completely consumed (TLC, Rf usually 0.75-0.95 for the 1-benzyl compounds, Rf usually 0.15-0.25 for the tetrahydropyridines) and the presence of the desired product was evident (TLC, Rf usually 0.1-0.2) the reaction was worked up by filtration through Celite followed by rinsing with the alcohol used (2 × 5 mL) and removing all solvent in vacuo to give the title compound as a solid. If the final product was deemed pure enough for initial biological evaluation (>95% by HPLC), it was dried under vacuum in the presence of phosphorous pentoxide. If the final product was not sufficiently pure enough for initial testing (<95% by HPLC), it was either recrystallized or subject to preparative HPLC as described in the specific procedure below.
References:
Conway, Richard J.;Valant, Celine;Christopoulos, Arthur;Robertson, Alan D.;Capuano, Ben;Crosby, Ian T. [Bioorganic and Medicinal Chemistry Letters,2012,vol. 22,# 7,p. 2560 - 2564] Location in patent:supporting information; experimental part
3612-20-2
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80120-03-2
11 suppliers
$322.00/500mg
634466-57-2
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80120-03-2
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591-17-3
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80120-03-2
11 suppliers
$322.00/500mg