Octahydro-4H-quinolizin-4-one

Base Information

• Chemical Name: Octahydro-4H-quinolizin-4-one
• CAS No.: 491-40-7
• Molecular Formula: C9H15 N O
• Molecular Weight: 153.224
• NSC Number: 56138
• Nikkaji Number: J1.967.327H
• ChEMBL ID: CHEMBL1519000
• Mol file: 491-40-7.mol

Synonyms:Octahydro-4H-quinolizin-4-one;491-40-7;NSC56138;Hexahydro-1H-quinolizin-4(6H)-one;1,2,3,6,7,8,9,9a-octahydroquinolizin-4-one;quinolizidin-4-one;NSC 56138;SCHEMBL5032377;CHEMBL1519000;KBBXPRPSOFVSSQ-UHFFFAOYSA-N;NSC-56138;NCGC00159699-01;2,3,5,6,7,8,9,9a-octahydro-1H-quinolizin-4-one;InChI=1/C9H15NO/c11-9-6-3-5-8-4-1-2-7-10(8)9/h8H,1-7H

Chemical Property of Octahydro-4H-quinolizin-4-one

Chemical Property:

• Vapor Pressure: 0.005mmHg at 25°C
• Boiling Point: 274.493°C at 760 mmHg
• Flash Point: 123.206°C
• Density: 1.062g/cm³
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 153.115364102
• Heavy Atom Count: 11
• Complexity: 167

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN2C(C1)CCCC2=O

Technology Process of Octahydro-4H-quinolizin-4-one

There total 46 articles about Octahydro-4H-quinolizin-4-one 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: 98.0%

4H-quinolizin-4-one (491-42-9) → quinolizidin-4-one (491-40-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 50 ℃; for 12h; under 7600.51 Torr;

DOI:10.1002/anie.201504805

Reference yield: 91.0%

1-nitro-3,6,7,8,9,9a-hexahydro-quinolizin-4-one (1037305-24-0) → quinolizidin-4-one (491-40-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 25 ℃; for 24h; under 7500.75 Torr;

DOI:10.1016/j.tet.2012.04.100

Reference yield: 80.0%

1-azabicyclo<4.4.0>decane-2,8-dione (4696-01-9) → quinolizidin-4-one (491-40-7)

Guidance literature:

With sodium; hydrazine hydrate; In 1,2-dimethoxyethane; at 140 ℃; for 4h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b04199

upstream raw materials:

4-[2]piperidyl-butyric acid

4-[2]piperidyl-butyric acid ethyl ester

diethyl 2-(2-pyridyl)ethylmalonate

octahydro-2(1H)-azecinone

Downstream raw materials:

2-propylpyridine

4H-quinolizin-4-one

quinolizidine

Refernces

• 1、 Quevedo-Acosta, Yovanny,Jurberg, Igor D.,Gamba-Sánchez, Diego. "Activating Imides with Triflic Acid: A General Intramolecular Aldol Condensation Strategy Toward Indolizidine, Quinolizidine, and Valmerin Alkaloids". . p. 239 - 243. Retrieved 2020/01/02.
• 2、 Pilipecz, Mihály Viktor,Varga, Tamás Róbert,Scheiber, Pál,Mucsi, Zoltán,Fàvre-Mourgues, Amélie,Boros, Sándor,Balázs, László,Tóth, Gábor,Nemes, Péter. "Reductive transformations of unsaturated azabicyclic nitrolactams". experimental part. p. 5547 - 5553. Retrieved 2012/09/07.