Methyl 2,4-dioxo-6-phenylcyclohexanecarboxylate

Base Information

• Chemical Name: Methyl 2,4-dioxo-6-phenylcyclohexanecarboxylate
• CAS No.: 80035-52-5
• Molecular Formula: C14H14O4
• Molecular Weight: 246.25900
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID50383052
• Mol file: 80035-52-5.mol

Synonyms:methyl 2,4-dioxo-6-phenylcyclohexanecarboxylate;80035-52-5;methyl 2,4-dioxo-6-phenylcyclohexane-1-carboxylate;Oprea1_020670;SCHEMBL4578892;DTXSID50383052;MFCD00157169;STK530134;AKOS005143056;CS-0317161;methyl2,4-dioxo-6-phenylcyclohexanecarboxylate;SR-01000199216;SR-01000199216-1;METHYL 2,4-DIOXO-6-PHENYL-1-CYCLOHEXANECARBOXYLATE

Chemical Property of Methyl 2,4-dioxo-6-phenylcyclohexanecarboxylate

Chemical Property:

• PSA: 60.44000
• LogP: 1.49140
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 246.08920892
• Heavy Atom Count: 18
• Complexity: 355

Purity/Quality:

98%min ^*data from raw suppliers

Methyl 2,4-dioxo-6-phenylcyclohexanecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1C(CC(=O)CC1=O)C2=CC=CC=C2

Technology Process of Methyl 2,4-dioxo-6-phenylcyclohexanecarboxylate

There total 3 articles about Methyl 2,4-dioxo-6-phenylcyclohexanecarboxylate 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: 61.0%

Methyl cinnamate (103-26-4,1754-62-7) + acetoacetic acid methyl ester (105-45-3) → 2,4-dioxo-6-phenyl-cyclohexanecarboxylic acid methyl ester (80035-52-5)

Guidance literature:

acetoacetic acid methyl ester; With sodium methylate; In methanol; at 20 ℃; for 0.5h;

Methyl cinnamate; In methanol; for 48h; Heating;

DOI:10.1021/jo049703f

Reference yield: 36.0%

1-Phenylbut-1-en-3-one (122-57-6) + diethyl malonate (105-53-3) → 2,4-dioxo-6-phenyl-cyclohexanecarboxylic acid methyl ester (80035-52-5)

Guidance literature:

With sodium methylate; In methanol; for 2.5h; Heating;

Reference yield:

1-Phenylbut-1-en-3-one (122-57-6) + malonic acid dimethyl ester (108-59-8) → 2,4-dioxo-6-phenyl-cyclohexanecarboxylic acid methyl ester (80035-52-5)

Guidance literature:

With sodium methylate;

upstream raw materials:

1-Phenylbut-1-en-3-one

malonic acid dimethyl ester

diethyl malonate

Methyl cinnamate

Downstream raw materials:

5-oxo-3-phenylhexanoic acid

2-methyl-2-(4,8-dimethyl-3E,7-nonadienyl)-5-oxo-7-phenyl-5,6,7,8-tetrahydro-2H-chromene-6-carboxylic acid methyl ester

2-methyl-2-(4-methyl-3-pentenyl)-5-oxo-7-phenyl-5,6,7,8-tetrahydro-2H-chromene-6-carboxylic acid methyl ester

methyl 4-chloro-6-phenyl-3-cyclohexen-2-one-1-carboxylate

Refernces

• 1、 Piskov, V. B.,Kasperovich, V. P.. "ANALOGS OF TETRACYCLINES. VI. STRUCTURE OF KETOENOL COMPOUNDS. PMR SPECTRA". . p. 1088 - 1095. Retrieved 2007/10/02.