2,3,4,4a,5,6-Hexahydro-7(1H)-quinolinone

Base Information

• Chemical Name: 2,3,4,4a,5,6-Hexahydro-7(1H)-quinolinone
• CAS No.: 1971-15-9
• Molecular Formula: C9H13NO
• Molecular Weight: 151.20600
• DSSTox Substance ID: DTXSID90495244
• Nikkaji Number: J100.011J
• Mol file: 1971-15-9.mol

Synonyms:1971-15-9;2,3,4,4a,5,6-Hexahydro-7(1H)-quinolinone;2,3,4,4a,5,6-hexahydro-1H-quinolin-7-one;2,3,4,4a,5,6-Hexahydroquinolin-7(1H)-one;SCHEMBL11880678;DTXSID90495244

Chemical Property of 2,3,4,4a,5,6-Hexahydro-7(1H)-quinolinone

Chemical Property:

• PSA: 29.10000
• LogP: 1.56160
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 151.099714038
• Heavy Atom Count: 11
• Complexity: 208

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CCC(=O)C=C2NC1

Technology Process of 2,3,4,4a,5,6-Hexahydro-7(1H)-quinolinone

There total 4 articles about 2,3,4,4a,5,6-Hexahydro-7(1H)-quinolinone 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: 40.0%

3-(4-bromobutyl)-4,5-dihydrospiro (105627-07-4) → 7-Oxo-1,2,3,4,4a,5,6,7-octahydro-chinolin (1971-15-9) + 3,4,6,7,8,9-Hexahydro-(2H)-quinolizin-2-one (98959-58-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; Heating;

Reference yield:

7-oxo-1,3,4,5,6,7-hexahydro-2H-quinoline-4a-carboxylic acid ethyl ester (1971-14-8) → 7-Oxo-1,2,3,4,4a,5,6,7-octahydro-chinolin (1971-15-9)

Guidance literature:

With methanol; potassium hydroxide; und Ansaeuern der wss.Loesung des Reaktionsprodukts mit wss.Salzsaeure;

DOI:10.1021/ja01121a501

Reference yield:

1-bromo-5-nitropentane (82655-19-4) → 7-Oxo-1,2,3,4,4a,5,6,7-octahydro-chinolin (1971-15-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 46 percent / PhNCO, NEt₃, methylenecyclopropane / diethyl ether / 48 h / Ambient temperature

2: 30 percent / K₂CO₃ / dimethylformamide / Heating

With potassium carbonate; phenyl isocyanate; triethylamine; methylene cyclopropane; In diethyl ether; N,N-dimethyl-formamide;

upstream raw materials:

7-oxo-1,3,4,5,6,7-hexahydro-2H-quinoline-4a-carboxylic acid ethyl ester

3-(4-bromobutyl)-4,5-dihydrospiro

1-bromo-5-nitropentane