Ethyl 1-methyl-6-oxocyclohex-3-ene-1-carboxylate

Base Information

• Chemical Name: Ethyl 1-methyl-6-oxocyclohex-3-ene-1-carboxylate
• CAS No.: 134906-27-7
• Molecular Formula: C10H14O3
• Molecular Weight: 182.219
• DSSTox Substance ID: DTXSID00567749
• Nikkaji Number: J956.542F
• Mol file: 134906-27-7.mol

Synonyms:134906-27-7;Ethyl 1-methyl-6-oxocyclohex-3-ene-1-carboxylate;DTXSID00567749

Chemical Property of Ethyl 1-methyl-6-oxocyclohex-3-ene-1-carboxylate

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 182.094294304
• Heavy Atom Count: 13
• Complexity: 255

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(CC=CCC1=O)C

Technology Process of Ethyl 1-methyl-6-oxocyclohex-3-ene-1-carboxylate

There total 3 articles about Ethyl 1-methyl-6-oxocyclohex-3-ene-1-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: 77.0%

2-(1-(t-butyldimethylsiloxy)ethenyl)-2-methyl-pent-4-ynoic acid ethyl ester → 1-Methyl-6-oxo-cyclohex-3-enecarboxylic acid ethyl ester (134906-27-7)

Guidance literature:

With tungsten pentacarbonyl tetrahydrofuran; water; Ambient temperature;

DOI:10.1021/ja973317g

Reference yield: 43.0%

ethyl 2-methyl-3-oxo-hept-6-enoate (87027-59-6) → Tetrahydro-6a-methyl-1H-cyclopentafuran-1,6(3H)-dione (134906-26-6) + 1-Methyl-6-oxo-cyclohex-3-enecarboxylic acid ethyl ester (134906-27-7) + Ethyl 1-Methyl-6-oxo-2-cyclohexenecarboxylate (134906-11-9) + Ethyl 1-Methyl-2-methylene-5-oxocyclopentanecarboxylate (134906-10-8) + Ethyl 1-Methyl-2-(hydroxymethyl)-5-oxocyclopentane-1-carboxylate (134906-25-5)

Guidance literature:

With copper diacetate; manganese triacetate; In acetic acid; at 25 ℃; for 3.5h; Product distribution; Mechanism; other condition: ethanol as solvent;

DOI:10.1021/jo00019a014

Reference yield:

2-(tert-butyldimethylsilyloxy)-1-methylcyclohexa-2,4-dienecarboxylic acid ethyl ester → 1-Methyl-6-oxo-cyclohex-3-enecarboxylic acid ethyl ester (134906-27-7)

Guidance literature:

In tetrahydrofuran;

DOI:10.1002/chem.200204646

upstream raw materials:

ethyl 2-methyl-3-oxo-hept-6-enoate