Ethyl 4-methylcyclohex-3-ene-1-carboxylate

Base Information

• Chemical Name: Ethyl 4-methylcyclohex-3-ene-1-carboxylate
• CAS No.: 20292-15-3
• Molecular Formula: C10H16O2
• Molecular Weight: 168.236
• DSSTox Substance ID: DTXSID70555299
• Nikkaji Number: J1.149.688A
• Mol file: 20292-15-3.mol

Synonyms:Ethyl 4-methylcyclohex-3-ene-1-carboxylate;20292-15-3;SCHEMBL2431486;DTXSID70555299;ethyl 4-methyl-3-cyclohexene carboxylate;Ethyl 4-methyl-3-cyclohexene-1-carboxylate

Chemical Property of Ethyl 4-methylcyclohex-3-ene-1-carboxylate

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 168.115029749
• Heavy Atom Count: 12
• Complexity: 194

Purity/Quality:

99.0%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1CCC(=CC1)C

Technology Process of Ethyl 4-methylcyclohex-3-ene-1-carboxylate

There total 12 articles about Ethyl 4-methylcyclohex-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: 97.0%

ethyl acrylate (140-88-5,9003-32-1) + isoprene (78-79-5,9003-31-0) → 4-methyl-cyclohex-3-enecarboxylic acid ethyl ester (20292-15-3)

Guidance literature:

With aluminum (III) chloride; In neat (no solvent); at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ja412342g

Reference yield: 94.0%

ethyl 4-methylidenecyclohexanecarboxylate (145576-28-9) → 4-methyl-cyclohex-3-enecarboxylic acid ethyl ester (20292-15-3)

Guidance literature:

With ammonia borane; C₁₆H₂₉Cl₂CoN₂P; In methanol; at 20 ℃; for 3h; regioselective reaction; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1021/jacs.8b01815

Reference yield: 62.0%

triethyl orthoacrylate (42216-96-6) + isoprene (78-79-5,9003-31-0) → 4-methyl-cyclohex-3-enecarboxylic acid ethyl ester (20292-15-3)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 1.5h;

DOI:10.1021/jo00245a058

upstream raw materials:

ethanol

4-methylcyclohex-3-enecarboxylic acid

3-hydroxy-4-methyl-cyclohexanecarboxylic acid

methyl magnesium iodide

Downstream raw materials:

4-methylcyclohex-3-enecarboxylic acid

C₁₇H₂₀N₂O

C₁₆H₁₉F₃O

C₁₄H₁₈S