methyl 3-formylcyclohexane-1-carboxylate

Base Information

• Chemical Name: methyl 3-formylcyclohexane-1-carboxylate
• CAS No.: 50738-62-0
• Molecular Formula: C₉H₁₄O₃
• Molecular Weight: 170.208
• Mol file: 50738-62-0.mol

Synonyms:methyl 3-formylcyclohexane-1-carboxylate

Chemical Property of methyl 3-formylcyclohexane-1-carboxylate

Chemical Property:

• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

methyl3-formylcyclohexane-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-formylcyclohexane-1-carboxylate

There total 4 articles about methyl 3-formylcyclohexane-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: 40.1%

methyl 3-(hydroxymethyl)cyclohexane-1-carboxylate (201424-15-9,502650-56-8) → methyl 3-formylcyclohexane-1-carboxylate (50738-62-0)

Guidance literature:

With sulfur trioxide pyridine complex; triethylamine; at 25 ℃; for 12h;

DOI:10.1021/acs.jmedchem.1c00163

Reference yield:

cis-1,3-cyclohexanedicarboxylic acid monoester (25090-39-5,227783-07-5) → methyl 3-formylcyclohexane-1-carboxylate (50738-62-0)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylsulfide borane complex / tetrahydrofuran / 20 h / -78 - 20 °C / Inert atmosphere

2: triethylamine; sulfur trioxide pyridine complex / dimethyl sulfoxide

With dimethylsulfide borane complex; sulfur trioxide pyridine complex; triethylamine; In tetrahydrofuran; dimethyl sulfoxide;

Reference yield:

cyclohexane-1,3-dicarboxylic acid (3971-31-1) → methyl 3-formylcyclohexane-1-carboxylate (50738-62-0)

Guidance literature:

Multi-step reaction with 4 steps

1: sulfuric acid / 16 h / Reflux

2: sodium hydroxide / methanol / 2.83 h / 0 - 20 °C

3: dimethylsulfide borane complex / tetrahydrofuran / 20 h / -78 - 20 °C / Inert atmosphere

4: triethylamine; sulfur trioxide pyridine complex / dimethyl sulfoxide

With dimethylsulfide borane complex; sulfuric acid; sulfur trioxide pyridine complex; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; dimethyl sulfoxide;

upstream raw materials:

methyl 3-(hydroxymethyl)cyclohexane-1-carboxylate

cyclohexane-1,3-dicarboxylic acid

dimethyl cyclohexane-1,3-dicarboxylate

cis-1,3-cyclohexanedicarboxylic acid monoester