Ethyl 2,7,7-trimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-3-quinolinecarboxylate

Base Information

• Chemical Name: Ethyl 2,7,7-trimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-3-quinolinecarboxylate
• CAS No.: 13337-65-0
• Molecular Formula: C21H23NO3
• Molecular Weight: 337.419
• DSSTox Substance ID: DTXSID101136893
• ChEMBL ID: CHEMBL1733817
• Mol file: 13337-65-0.mol

Synonyms:Ethyl 2,7,7-trimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-3-quinolinecarboxylate;Ethyl 5,6,7,8-tetrahydro-2,7,7-trimethyl-5-oxo-4-phenyl-3-quinolinecarboxylate;13337-65-0;SMR000174535;Enamine_001288;Oprea1_049098;Oprea1_758333;CBDivE_001740;MLS000552424;CHEMBL1733817;DTXSID101136893;HMS1397K12;HMS2153D22;HMS3323E19;STL321816;AKOS000630399;SR-01000401375;SR-01000401375-1;Z56791075;2,7,7-Trimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-quinoline-3-carboxylic acid ethyl ester;Ethyl 2,7,7-trimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-3-quinolinecarboxylate #;ethyl 2,7,7-trimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydroquinoline-3-carboxylate

Chemical Property of Ethyl 2,7,7-trimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-3-quinolinecarboxylate

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 337.16779360
• Heavy Atom Count: 25
• Complexity: 509

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N=C2CC(CC(=O)C2=C1C3=CC=CC=C3)(C)C)C

Technology Process of Ethyl 2,7,7-trimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-3-quinolinecarboxylate

There total 3 articles about Ethyl 2,7,7-trimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-3-quinolinecarboxylate 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: 94.64%

ethyl acetoacetate (141-97-9) + benzaldehyde (100-52-7) + dimedone (126-81-8) → 2,7,7-trimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-quinoline-3-carboxylic acid ethyl ester (13337-65-0)

Guidance literature:

With ammonium acetate; In neat (no solvent); at 90 ℃; for 0.05h; Solvent;

DOI:10.1007/s11164-019-04049-y

Reference yield: 89.0%

ethyl 1,4,7,8-tetrahydro-2,7,7-trimethyl-4-phenyl-5(6H)-oxoquinoline-3-carboxylate (13337-64-9) → 2,7,7-trimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-quinoline-3-carboxylic acid ethyl ester (13337-65-0)

Guidance literature:

With tert.-butylhydroperoxide; sodium dithionite; In ethyl acetate; at 20 ℃; for 7h; Green chemistry;

DOI:10.1039/c5ra20977c

Reference yield:

ethyl acetoacetate (141-97-9) + benzaldehyde (100-52-7) + dimedone (126-81-8) → 9-(phenyl)-3,3,6,6-tetramethyl-1,2,3,4,5,6,7,8-octahydroacridine-1,8-dione (53219-49-1) + 2,7,7-trimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-quinoline-3-carboxylic acid ethyl ester (13337-65-0) + 2,6-dimethyl-4-phenyl-pyridine-3,5-dicarboxylic acid diethyl ester (1539-44-2)

Guidance literature:

With ammonium nitrate; bentonite; In N,N-dimethyl-formamide; for 0.0833333h; Irradiation;

DOI:10.1016/S0040-4039(97)10796-1

upstream raw materials:

ethyl acetoacetate

benzaldehyde

dimedone

ethyl 1,4,7,8-tetrahydro-2,7,7-trimethyl-4-phenyl-5(6H)-oxoquinoline-3-carboxylate