1-(chloromethyl)octahydro-2H-quinolizine

Base Information

• Chemical Name: 1-(chloromethyl)octahydro-2H-quinolizine
• CAS No.: 91049-90-0
• Molecular Formula: C₁₀H₁₈ClN
• Molecular Weight: 187.713
• Hs Code.: 2903199000
• DSSTox Substance ID: DTXSID20395667
• Mol file: 91049-90-0.mol

Synonyms:1-(chloromethyl)octahydro-2H-quinolizine;91049-90-0;1-(chloromethyl)-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizine;1-(Chloromethyl)octahydro-1H-quinolizine;1-(chloromethyl)-octahydro-1H-quinolizine;Chlorolupinine;chlorolupinin;DTXSID20395667;BBL013279;STK504019;AKOS004910779;VS-03731;CS-0319131;FT-0679223

Chemical Property of 1-(chloromethyl)octahydro-2H-quinolizine

Chemical Property:

• PSA: 3.24000
• LogP: 2.42760
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 187.1127773
• Heavy Atom Count: 12
• Complexity: 149

Purity/Quality:

98%min ^*data from raw suppliers

1-(chloromethyl)octahydro-2H-quinolizine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN2CCCC(C2C1)CCl

Technology Process of 1-(chloromethyl)octahydro-2H-quinolizine

There total 10 articles about 1-(chloromethyl)octahydro-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:

lupinine (10248-30-3) → d,l-chlorolupinane (2121-03-1,23506-89-0,34298-00-5,46000-56-0,70005-31-1,91049-90-0,91049-91-1)

Guidance literature:

With thionyl chloride; In chloroform; Reflux;

DOI:10.1016/j.bmc.2012.07.041

Reference yield:

cis carbethoxy-1 octahydro-1,2,3,6,7,8,9,10-4H-pyrido<1,2-a>pyridine (16100-91-7,28270-22-6,57885-49-1,57885-50-4,91690-85-6,106402-28-2,106402-29-3) → d,l-chlorolupinane (2121-03-1,23506-89-0,34298-00-5,46000-56-0,70005-31-1,91049-90-0,91049-91-1)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / diethyl ether / 1.5 h / 20 °C / Inert atmosphere

2: thionyl chloride / chloroform / Reflux

With lithium aluminium tetrahydride; thionyl chloride; In diethyl ether; chloroform;

DOI:10.1016/j.bmc.2012.07.041

Reference yield:

1-chloro-5-hexyne (10297-06-0) → d,l-chlorolupinane (2121-03-1,23506-89-0,34298-00-5,46000-56-0,70005-31-1,91049-90-0,91049-91-1)

Guidance literature:

Multi-step reaction with 6 steps

1: n-butyllithium / diethyl ether / -30 °C

2: sodium iodide / acetone / Reflux

3: potassium carbonate / acetonitrile

4: sodium tetrahydroborate / methanol / 2 h / 0 - 5 °C / Inert atmosphere

5: lithium aluminium tetrahydride / diethyl ether / 1.5 h / 20 °C / Inert atmosphere

6: thionyl chloride / chloroform / Reflux

With sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; thionyl chloride; potassium carbonate; sodium iodide; In methanol; diethyl ether; chloroform; acetone; acetonitrile;

DOI:10.1016/j.bmc.2012.07.041

upstream raw materials:

lupinine

cis carbethoxy-1 octahydro-1,2,3,6,7,8,9,10-4H-pyrido<1,2-a>pyridine

1-chloro-5-hexyne

7-Chlor-heptin-⁽²⁾-saeure-ethylester

Downstream raw materials:

(+/-)-N-Lupinyl-phthalimid

Refernces