3-[2-(Methoxycarbonylmethyl)phenyl]propiolic acid methyl ester

Base Information

• Chemical Name: 3-[2-(Methoxycarbonylmethyl)phenyl]propiolic acid methyl ester
• CAS No.: 425376-47-2
• Molecular Formula: C13H12O4
• Molecular Weight: 232.236
• DSSTox Substance ID: DTXSID80477978
• Nikkaji Number: J2.016.174D
• Wikidata: Q82311092
• Mol file: 425376-47-2.mol

Synonyms:425376-47-2;3-[2-(Methoxycarbonylmethyl)phenyl]propiolic acid methyl ester;AGN-PC-0NHUPH;DTXSID80477978

Chemical Property of 3-[2-(Methoxycarbonylmethyl)phenyl]propiolic acid methyl ester

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 232.07355886
• Heavy Atom Count: 17
• Complexity: 347

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-[2-(Methoxycarbonylmethyl)phenyl]propiolic acid methyl ester

There total 1 articles about 3-[2-(Methoxycarbonylmethyl)phenyl]propiolic acid 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: 85.0%

methanol (67-56-1) + 3,3,3-triethoxypropyne (42217-00-5) + methyl (2-iodophenyl)acetate (66370-75-0) → 3-(2-methoxycarbonylmethyl-phenyl)-propynoic acid methyl ester (425376-47-2)

Guidance literature:

3,3,3-triethoxypropyne; methyl (2-iodophenyl)acetate; With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In acetonitrile; at 0 - 20 ℃; for 3.5h;

methanol; With toluene-4-sulfonic acid; In benzene; at 20 ℃; for 12h; Further stages.;

DOI:10.1021/ol0257373

Reference yield: 84.0%

3-(2-methoxycarbonylmethyl-phenyl)-propynoic acid methyl ester (425376-47-2) → 3-hydroxy-2-naphthoic acid methyl ester (883-99-8)

Guidance literature:

In dimethyl sulfoxide; at 25 ℃; for 3.5h;

DOI:10.1021/jo035342c

Reference yield: 67.0%

thiophenol (108-98-5) + 3-(2-methoxycarbonylmethyl-phenyl)-propynoic acid methyl ester (425376-47-2) → 3-hydroxy-1-(phenylsulfanyl)naphthalene-2-carboxylic acid methyl ester

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; at 25 ℃; for 12h;

DOI:10.1021/jo035342c

upstream raw materials:

methanol

3,3,3-triethoxypropyne

methyl (2-iodophenyl)acetate

Downstream raw materials:

3-hydroxy-2-naphthoic acid methyl ester

Refernces