2-(Carboxymethoxy)-4-methoxybenzoic acid

Base Information

• Chemical Name: 2-(Carboxymethoxy)-4-methoxybenzoic acid
• CAS No.: 52116-39-9
• Molecular Formula: C10H10O6
• Molecular Weight: 226.186
• European Community (EC) Number: 633-421-9
• DSSTox Substance ID: DTXSID80384734
• Wikidata: Q82177067
• Mol file: 52116-39-9.mol

Synonyms:2-(carboxymethoxy)-4-methoxybenzoic acid;52116-39-9;2-carboxymethoxy-4-methoxy-benzoic acid;2-(carboxymethoxy)-4-methoxy-benzoic Acid;Oprea1_117515;SCHEMBL4134156;DTXSID80384734;AKOS022655657;CCG-253663;AU-059/40178426;Z149205792

Chemical Property of 2-(Carboxymethoxy)-4-methoxybenzoic acid

Chemical Property:

• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 226.04773803
• Heavy Atom Count: 16
• Complexity: 264

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)C(=O)O)OCC(=O)O

Technology Process of 2-(Carboxymethoxy)-4-methoxybenzoic acid

There total 13 articles about 2-(Carboxymethoxy)-4-methoxybenzoic acid 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: 75.0%

methyl 2-(2-ethoxy-2-oxoethoxy)-4-methoxybenzoate (796851-72-4) → 2-carboxymethoxy-4-methoxy-benzoic acid (52116-39-9)

Guidance literature:

methyl 2-(2-ethoxy-2-oxoethoxy)-4-methoxybenzoate; With methanol; sodium hydroxide; water; In tetrahydrofuran; for 24h; Heating / reflux;

With hydrogenchloride; water;

Reference yield: 70.0%

methyl 4-methoxy-2-(2-methoxy-2-oxoethoxy)benzoate (33562-12-8) → 2-carboxymethoxy-4-methoxy-benzoic acid (52116-39-9)

Guidance literature:

methyl 4-methoxy-2-(2-methoxy-2-oxoethoxy)benzoate; With sodium hydroxide; In water; Inert atmosphere;

In methanol; Reflux; Inert atmosphere;

DOI:10.1016/j.tet.2021.132117

Reference yield:

2-ethoxycarbonylmethoxy-4-methoxy-benzoic acid ethyl ester (860696-37-3) → 2-carboxymethoxy-4-methoxy-benzoic acid (52116-39-9)

Guidance literature:

With potassium hydroxide; In methanol; for 3h; Heating;

DOI:10.1016/j.bmcl.2007.09.062

upstream raw materials:

4-methoxymethylsalicylate

ethyl bromoacetate

2-Hydroxy-4-methoxybenzaldehyde

chloroacetic acid

Downstream raw materials:

6-methoxy-3-coumaranone

3-methoxyphenoxyacetic acid

methyl 4-methoxy-2-(2-methoxy-2-oxoethoxy)benzoate

Refernces

• 1、 Venkatesan, Aranapakam M.,Dos Santos,Ellingboe, John,Evrard, Deborah A.,Harrison, Boyd L.,Smith, Deborah L.,Scerni, Rosemary,Hornby, Geoffrey A.,Schechter, Lee E.,Andree, Terrence H.. "Novel benzofuran derivatives with dual 5-HT1A receptor and serotonin transporter affinity". scheme or table. p. 824 - 827. Retrieved 2010/06/13.
• 2、 Hadj-esfandiari, Narges,Navidpour, Latifeh,Shadnia, Hooman,Amini, Mohsen,Samadi, Nasrin,Faramarzi, Mohammad Ali,Shafiee, Abbas. "Synthesis, antibacterial activity, and quantitative structure-activity relationships of new (Z)-2-(nitroimidazolylmethylene)-3(2 H)-benzofuranone derivatives". . p. 6354 - 6363. Retrieved 2008/09/21.