4-(3-cyano-phenyl)-2-hydroxy-5-oxo-2-trifluoromethyl-1,2,3,4,5,6,7,8-octahydro-quinoline-3-carboxylic acid 3-methyl-but-2-enyl ester

Base Information

• Chemical Name: 4-(3-cyano-phenyl)-2-hydroxy-5-oxo-2-trifluoromethyl-1,2,3,4,5,6,7,8-octahydro-quinoline-3-carboxylic acid 3-methyl-but-2-enyl ester
• CAS No.: 852613-19-5
• Molecular Formula: C₂₃H₂₃F₃N₂O₄
• Molecular Weight: 448.442
• Mol file: 852613-19-5.mol

Synonyms:

Chemical Property of 4-(3-cyano-phenyl)-2-hydroxy-5-oxo-2-trifluoromethyl-1,2,3,4,5,6,7,8-octahydro-quinoline-3-carboxylic acid 3-methyl-but-2-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(3-cyano-phenyl)-2-hydroxy-5-oxo-2-trifluoromethyl-1,2,3,4,5,6,7,8-octahydro-quinoline-3-carboxylic acid 3-methyl-but-2-enyl ester

There total 2 articles about 4-(3-cyano-phenyl)-2-hydroxy-5-oxo-2-trifluoromethyl-1,2,3,4,5,6,7,8-octahydro-quinoline-3-carboxylic acid 3-methyl-but-2-enyl ester 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:

ethyl 4,4,4-trifluoroacetoacetate (372-31-6) → 4-(3-cyano-phenyl)-2-hydroxy-5-oxo-2-trifluoromethyl-1,2,3,4,5,6,7,8-octahydro-quinoline-3-carboxylic acid 3-methyl-but-2-enyl ester (852613-19-5)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / Heating

2: NH₄OAc / ethanol / Heating

With ammonium acetate; In ethanol; toluene; 2: Hantzsch reaction;

DOI:10.1016/j.tetlet.2005.03.057

Reference yield:

4,4,4-trifluoro-3-oxo-butyric acid 3-methyl-but-2-enyl ester (852613-11-7) + 3-Cyanobenzaldehyde (24964-64-5) + 1,3-cylohexanedione (504-02-9) → 4-(3-cyano-phenyl)-2-hydroxy-5-oxo-2-trifluoromethyl-1,2,3,4,5,6,7,8-octahydro-quinoline-3-carboxylic acid 3-methyl-but-2-enyl ester (852613-19-5)

Guidance literature:

With ammonium acetate; In ethanol; Heating;

DOI:10.1016/j.tetlet.2005.03.057

Reference yield:

4-(3-cyano-phenyl)-2-hydroxy-5-oxo-2-trifluoromethyl-1,2,3,4,5,6,7,8-octahydro-quinoline-3-carboxylic acid 3-methyl-but-2-enyl ester (852613-19-5) → 4-(3-cyano-phenyl)-5-oxo-2-trifluoromethyl-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid 3-methyl-but-2-enyl ester (852613-29-7) + (-)-4-(3-Cyanophenyl)-2-trifluoromethyl-4,6,7,8-tetrahydro-5(1H)-quinolone (172649-40-0)

Guidance literature:

With toluene-4-sulfonic acid; In acetic acid; at 100 ℃;

DOI:10.1016/j.tetlet.2005.03.057

upstream raw materials:

4,4,4-trifluoro-3-oxo-butyric acid 3-methyl-but-2-enyl ester

3-Cyanobenzaldehyde

1,3-cylohexanedione

ethyl 4,4,4-trifluoroacetoacetate

Downstream raw materials:

4-(3-cyano-phenyl)-5-oxo-2-trifluoromethyl-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid 3-methyl-but-2-enyl ester

(-)-4-(3-Cyanophenyl)-2-trifluoromethyl-4,6,7,8-tetrahydro-5(1H)-quinolone

(-)-4-(3-cyanophenyl)-2-trifluoromethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylic acid