Triethyl 4-oxocyclohexane-1,1,3-tricarboxylate

Base Information

• Chemical Name: Triethyl 4-oxocyclohexane-1,1,3-tricarboxylate
• CAS No.: 57899-62-4
• Molecular Formula: C15H22O7
• Molecular Weight: 314.335
• DSSTox Substance ID: DTXSID70471920
• Mol file: 57899-62-4.mol

Synonyms:Triethyl 4-oxocyclohexane-1,1,3-tricarboxylate;57899-62-4;1,1,3-TRIETHYL 4-OXOCYCLOHEXANE-1,1,3-TRICARBOXYLATE;Triethyl4-oxocyclohexane-1,1,3-tricarboxylate;SCHEMBL7663667;DTXSID70471920;AZZZPEZAKWSDAJ-UHFFFAOYSA-N;2,4,4-tricarbethoxy-cyclohexanone

Chemical Property of Triethyl 4-oxocyclohexane-1,1,3-tricarboxylate

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 9
• Exact Mass: 314.13655304
• Heavy Atom Count: 22
• Complexity: 437

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CC(CCC1=O)(C(=O)OCC)C(=O)OCC

Technology Process of Triethyl 4-oxocyclohexane-1,1,3-tricarboxylate

There total 5 articles about Triethyl 4-oxocyclohexane-1,1,3-tricarboxylate 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: 83.0%

ethyl acrylate (140-88-5,9003-32-1) + diethyl malonate (105-53-3) → triethyl 4-oxocyclohexane-1,1,3-tricarboxylate (57899-62-4)

Guidance literature:

With sodium hydride; In tetrahydrofuran; 1.) 40 deg C to 45 deg C, 45 min, 2.) 45 min;

Reference yield: 38.1%

ethyl acetate (141-78-6) + diethyl malonate (105-53-3) → triethyl 4-oxocyclohexane-1,1,3-tricarboxylate (57899-62-4)

Guidance literature:

diethyl malonate; With sodium hydride; In tetrahydrofuran; at 40 ℃; for 1.5h;

ethyl acetate; In tetrahydrofuran; at 15 - 45 ℃; for 0.5h;

Reference yield:

→ ethyl 4-oxocyclohexane-1-carboxylate (17159-79-4) + triethyl 4-oxocyclohexane-1,1,3-tricarboxylate (57899-62-4)

Guidance literature:

With sodium; xylene;

DOI:10.1007/BF03376558

upstream raw materials:

ethyl acrylate

diethyl malonate

1,3,3,5-pentanetetracarboxylic acid tetraethyl ester

ethyl acetate

Downstream raw materials:

cyclohexanone-4,4-dicarboxylic acid

ethyl 4-oxocyclohexane-1-carboxylate

4-oxo-cyclohexane-1,1-dicarboxylic acid diethyl ester

triethyl 3-hydroxymethyl-4-oxocyclohexane-1,1,3-tricarboxylate