Ethyl 4-(4-bromophenyl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate

Base Information

• Chemical Name: Ethyl 4-(4-bromophenyl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate
• CAS No.: 292853-25-9
• Molecular Formula: C₂₁H₂₄BrNO₃
• Molecular Weight: 418.33
• European Community (EC) Number: 663-821-9
• Nikkaji Number: J2.143.452C
• ChEMBL ID: CHEMBL548095
• Mol file: 292853-25-9.mol

Synonyms:ethyl 4-(4-bromophenyl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate

Chemical Property of Ethyl 4-(4-bromophenyl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate

Chemical Property:

• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 417.09396
• Heavy Atom Count: 26
• Complexity: 669

Purity/Quality:

99% ^*data from raw suppliers

Ethyl4-(4-bromophenyl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NC2=C(C1C3=CC=C(C=C3)Br)C(=O)CC(C2)(C)C)C

Technology Process of Ethyl 4-(4-bromophenyl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate

There total 5 articles about Ethyl 4-(4-bromophenyl)-2,7,7-trimethyl-5-oxo-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: 99.0%

ethyl acetoacetate (141-97-9) + dimedone (126-81-8) + 4-bromo-benzaldehyde (1122-91-4) → 4-(4-bromo-phenyl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid ethyl ester (292853-25-9)

Guidance literature:

With ammonium acetate; In neat (no solvent); at 100 ℃; for 0.25h;

DOI:10.1002/aoc.3634

Reference yield: 96.0%

ammonium acetate (631-61-8,92206-38-7) + ethyl acetoacetate (141-97-9) + dimedone (126-81-8) + 4-bromo-benzaldehyde (1122-91-4) → 4-(4-bromo-phenyl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid ethyl ester (292853-25-9)

Guidance literature:

With C₂₄H₅₁N₃O₂₄S₃Si₆; In ethanol; for 0.333333h; Reflux; Green chemistry;

DOI:10.1007/s10562-017-2159-5

Reference yield: 95.0%

dimedone (126-81-8) + 4-bromo-benzaldehyde (1122-91-4) + diethyl malonate (105-53-3) → 4-(4-bromo-phenyl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid ethyl ester (292853-25-9)

Guidance literature:

With ammonium acetate; In ethanol; at 80 ℃; for 3.41667h; Green chemistry;

DOI:10.1002/aoc.3974

upstream raw materials:

ethyl acetoacetate

dimedone

4-bromo-benzaldehyde

2,2′?(4?bromophenylmethylene)bis(3?hydroxy?5,5′?dimethyl?2?cyclohexen?1?one)

Downstream raw materials:

C₂₁H₂₄BrNO₃

C₂₁H₂₄BrNO₃