Benzoic acid, 2-methoxy-4-pentadecyl-, methyl ester

Base Information

• Chemical Name: Benzoic acid, 2-methoxy-4-pentadecyl-, methyl ester
• CAS No.: 702660-45-5
• Molecular Formula: C24H40O3
• Molecular Weight: 376.58
• Mol file: 702660-45-5.mol

Synonyms:

Chemical Property of Benzoic acid, 2-methoxy-4-pentadecyl-, methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid, 2-methoxy-4-pentadecyl-, methyl ester

There total 5 articles about Benzoic acid, 2-methoxy-4-pentadecyl-, methyl ester 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: 58.5%

2-hydroxy-4-pentadecylbenzoic acid (74009-48-6) + dimethyl sulfate (77-78-1) → methyl 2-methoxy-4-pentadecylbenzoate (702660-45-5)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydroxide; In dichloromethane; for 3h;

DOI:10.1016/j.chemphyslip.2003.08.004

Reference yield:

2-methoxy-4-pentadecylbenzaldehyde → methyl 2-methoxy-4-pentadecylbenzoate (702660-45-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium chlorite; sodium dihydrogenphosphate / dimethyl sulfoxide; dichloromethane / 16 h / 20 °C / Cooling with ice

2: sulfuric acid / methanol / 16 h / 50 °C / Cooling with ice; Reflux

With sodium chlorite; sodium dihydrogenphosphate; sulfuric acid; In methanol; dichloromethane; dimethyl sulfoxide;

DOI:10.1021/acs.jmedchem.1c01542

Reference yield:

3-[(Z)-8-pentadecenyl]phenol (501-26-8) → methyl 2-methoxy-4-pentadecylbenzoate (702660-45-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: palladium 10% on activated carbon; hydrogen / ethanol / 4 h / 20 °C / 3102.97 Torr

2.1: triethylamine; magnesium bromide / tetrahydrofuran / 24 h / Inert atmosphere; Reflux

3.1: potassium carbonate / acetone / 0.33 h

3.2: 20 h / 120 °C

4.1: sodium chlorite; sodium dihydrogenphosphate / dimethyl sulfoxide; dichloromethane / 16 h / 20 °C / Cooling with ice

5.1: sulfuric acid / methanol / 16 h / 50 °C / Cooling with ice; Reflux

With sodium chlorite; sodium dihydrogenphosphate; sulfuric acid; palladium 10% on activated carbon; hydrogen; potassium carbonate; triethylamine; magnesium bromide; In tetrahydrofuran; methanol; ethanol; dichloromethane; dimethyl sulfoxide; acetone;

DOI:10.1021/acs.jmedchem.1c01542

upstream raw materials:

2-hydroxy-4-pentadecylbenzoic acid

dimethyl sulfate

3-[(Z)-8-pentadecenyl]phenol

3-n-Pentadecylphenol

Downstream raw materials:

2-methoxy-4-pentadecylbenzoic acid