Ethyl 2-methyl-5-oxo-4-phenyl-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate

Base Information

• Chemical Name: Ethyl 2-methyl-5-oxo-4-phenyl-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate
• CAS No.: 33323-03-4
• Molecular Formula: C19H21 N O3
• Molecular Weight: 311.381
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID00377209
• Nikkaji Number: J2.207.422I
• ChEMBL ID: CHEMBL4210728
• Mol file: 33323-03-4.mol

Synonyms:33323-03-4;ethyl 2-methyl-5-oxo-4-phenyl-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate;ethyl 2-methyl-5-oxo-4-phenyl-1,4,5,6,7,8-hexahydro-3-quinolinecarboxylate;ethyl 2-methyl-5-oxo-4-phenyl-4,6,7,8-tetrahydro-1H-quinoline-3-carboxylate;SR-01000208079;Oprea1_042522;Oprea1_290069;CHEMBL4210728;DTXSID00377209;HMS1610I10;MFCD00619417;STK078805;AKOS000652974;AKOS016340039;CCG-106852;2-Methyl-5-oxo-4-phenyl-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid ethyl;CS-0361461;FT-0680376;4M-701;A875327;J-520772;SR-01000208079-1;SR-01000208079-2;SR-01000208079-3;2-Methyl-4-phenyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylic acid ethyl ester;ETHYL2-METHYL-5-OXO-4-PHENYL-1,4,5,6,7,8-HEXAHYDRO-3-QUINOLINECARBOXYLATE

Chemical Property of Ethyl 2-methyl-5-oxo-4-phenyl-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate

Chemical Property:

• Vapor Pressure: 2.59E-08mmHg at 25°C
• Melting Point: 260-262°C
• Boiling Point: 476.4°Cat760mmHg
• PKA: 1.34±0.70(Predicted)
• Flash Point: 241.9°C
• PSA: 55.40000
• Density: 1.19g/cm³
• LogP: 3.54640
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 311.15214353
• Heavy Atom Count: 23
• Complexity: 567

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 2-methyl-5-oxo-4-phenyl-1,4,5,6,7,8-hexahydro-3-quinolinecarboxylate >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NC2=C(C1C3=CC=CC=C3)C(=O)CCC2)C

Technology Process of Ethyl 2-methyl-5-oxo-4-phenyl-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate

There total 5 articles about Ethyl 2-methyl-5-oxo-4-phenyl-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate 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%

ethyl acetoacetate (141-97-9) + 1,3-cylohexanedione (504-02-9) + benzaldehyde (100-52-7) → ethyl 2-methyl-5-oxo-4-phenyl-4,6,7,8-tetrahydro-1H-quinoline-3-carboxylate (33323-03-4)

Guidance literature:

With ammonium acetate; ethanol; iodine; at 25 ℃; for 2.5h;

DOI:10.1016/j.tetlet.2005.05.148

Reference yield: 89.0%

ammonium acetate (631-61-8,92206-38-7) + ethyl acetoacetate (141-97-9) + 1,3-cylohexanedione (504-02-9) + benzaldehyde (100-52-7) → ethyl 2-methyl-5-oxo-4-phenyl-4,6,7,8-tetrahydro-1H-quinoline-3-carboxylate (33323-03-4)

Guidance literature:

With calcium hydrogen phosphate; In ethanol; water; at 80 ℃; for 2h; Green chemistry;

DOI:10.1007/s11164-015-2079-1

Reference yield: 50.0%

1,3-cylohexanedione (504-02-9) + benzaldehyde (100-52-7) + ethyl aminocrotonate (626-34-6,7318-00-5,41867-20-3) → ethyl 2-methyl-5-oxo-4-phenyl-4,6,7,8-tetrahydro-1H-quinoline-3-carboxylate (33323-03-4)

Guidance literature:

benzaldehyde; ethyl aminocrotonate; In ethanol; at 100 ℃; for 0.333333h;

1,3-cylohexanedione; In ethanol; at 100 ℃; for 5h;

DOI:10.1007/s11164-021-04643-z

upstream raw materials:

ethyl acetoacetate

1,3-cylohexanedione

benzaldehyde

ammonium acetate

Downstream raw materials:

ethyl 4-phenyl-2-methyl-5-oxo-5,6,7,8-tetrahydroquinoline-3-carboxylate

C₁₉H₂₁NO₃

C₁₉H₂₁NO₃