Octahydro-4-methyl-2H-quinolizine

Base Information

• Chemical Name: Octahydro-4-methyl-2H-quinolizine
• CAS No.: 1196-40-3
• Molecular Formula: C₁₀H₁₉N
• Molecular Weight: 153.268
• Mol file: 1196-40-3.mol

Synonyms:Quinolizine,octahydro-4-methyl- (7CI); 4-Lupinane; 4-Methyloctahydroquinolizine;Octahydro-4-methylquinolizine

Chemical Property of Octahydro-4-methyl-2H-quinolizine

Chemical Property:

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Octahydro-4-methyl-2H-quinolizine

There total 35 articles about Octahydro-4-methyl-2H-quinolizine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

(2SR,6SR)-benzyl 2-methyl-6-(4-oxobutyl)piperidine-1-carboxylate → cis-4-methylquinolizidine (1196-40-3,5591-00-4,6480-44-0,6793-43-7,115074-56-1,115074-57-2,115074-58-3,115075-19-9)

Guidance literature:

With 20 % Pd(OH)2/C on charcoal; hydrogen; In methanol; at 20 ℃; for 24h; under 3750.38 Torr;

DOI:10.1021/jo101776y

Reference yield:

1-(2-pyridyl)pentan-4-one (90874-87-6) → trans-4-methylquinolizidine (1196-40-3,5591-00-4,6480-44-0,6793-43-7,115074-56-1,115074-57-2,115074-58-3,115075-19-9) + cis-4-methylquinolizidine (1196-40-3,5591-00-4,6480-44-0,6793-43-7,115074-56-1,115074-57-2,115074-58-3,115075-19-9)

Guidance literature:

With ethanol; nickel; at 200 ℃; under 147102 Torr; Hydrogenation;

DOI:10.1021/ja01155a061

Reference yield:

1-(2-pyridyl)pentan-4-one (90874-87-6) → trans-4-methylquinolizidine (1196-40-3,5591-00-4,6480-44-0,6793-43-7,115074-56-1,115074-57-2,115074-58-3,115075-19-9) + cis-4-methylquinolizidine (1196-40-3,5591-00-4,6480-44-0,6793-43-7,115074-56-1,115074-57-2,115074-58-3,115075-19-9)

Guidance literature:

With ethanol; nickel; at 200 ℃; under 147102 Torr; Hydrogenation;

DOI:10.1021/ja01155a061

upstream raw materials:

6-methyl-octahydro-quinolizin-4-one

1-(2-pyridyl)pentan-4-one

trans-4-methylperhydroquinolizin-6-one

6-methyl-2,3,4,5-tetrahydro-pyridine

Downstream raw materials:

(+/-)-4t,5t-dimethyl-(9ar)-octahydro-quinolizinium; picrate

(+/-)-4c,5ξ-dimethyl-(9ar)-octahydro-quinolizinium; picrate

Refernces

• 1、 Tehrani, Kourosch Abbaspour,D'hooghe, Matthias,De Kimpe, Norbert. "Novel synthesis of indolizidines and quinolizidines". . p. 3099 - 3108. Retrieved 2007/10/03.
• 2、 Carruthers, William,Williams, Michael J.,Cox, Michael T.. "Synthesis of trans-2,6-Dialkylpiperidines by Intramolecular Amidomercuration". . p. 1235 - 1236. Retrieved 2007/10/02.