cis-3,4,4a,5,6,7,8,8a-Octahydro-2(1H)-quinolinone

Base Information

• Chemical Name: cis-3,4,4a,5,6,7,8,8a-Octahydro-2(1H)-quinolinone
• CAS No.: 131348-81-7
• Molecular Formula: C₉H₁₅NO
• Molecular Weight: 153.224
• Mol file: 131348-81-7.mol

Synonyms:

Chemical Property of cis-3,4,4a,5,6,7,8,8a-Octahydro-2(1H)-quinolinone

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-3,4,4a,5,6,7,8,8a-Octahydro-2(1H)-quinolinone

There total 11 articles about cis-3,4,4a,5,6,7,8,8a-Octahydro-2(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: 96.0%

3,4-dihydro-2(1H)-quinolone (553-03-7) → cis-3,4,4a,5,6,7,8,8a-Octahydro-2(1H)-quinolinone (4169-27-1,37088-57-6,58887-53-9,58887-63-1,59224-99-6,131348-81-7,131348-82-8)

Guidance literature:

With Rh-CAAC; hydrogen; In 2,2,2-trifluoroethanol; at 50 ℃; under 37503.8 Torr; diastereoselective reaction; Molecular sieve; Autoclave; Schlenk technique;

DOI:10.1021/acs.orglett.0c03427

Reference yield: 64.0%

2-hydroxyquinoline (59-31-4) → cis-3,4,4a,5,6,7,8,8a-Octahydro-2(1H)-quinolinone (4169-27-1,37088-57-6,58887-53-9,58887-63-1,59224-99-6,131348-81-7,131348-82-8)

Guidance literature:

With C₃₃H₄₉ClNRh; hydrogen; In 2,2,2-trifluoroethanol; water; at 70 ℃; for 24h; under 37503.8 Torr; Autoclave;

DOI:10.1021/jacs.5b05868

Reference yield: 60.0%

3,4,5,6,7,8-hexahydro-2-quinolinone (10333-11-6) → cis-3,4,4a,5,6,7,8,8a-Octahydro-2(1H)-quinolinone (4169-27-1,37088-57-6,58887-53-9,58887-63-1,59224-99-6,131348-81-7,131348-82-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In 1,4-dioxane; ethanol; for 48h; under 760.051 Torr; Inert atmosphere;

DOI:10.1021/jacs.5b07201

upstream raw materials:

3,4,5,6,7,8-hexahydro-2-quinolinone

cyclohexanone-2-propionitrile

2-hydroxyquinoline

cyclohexanone

Downstream raw materials:

decahydroquinoline

(+/-)-(2R,3aS,7aS)-octahydroindole-2-carboxylic acid

(+/-)-(2S,3aS,7aS)-octahydroindole-2-carboxylic acid

(4aS,8aS)-3-Chloro-octahydro-quinolin-2-one