Methyl 5-formyl-2-methoxybenzoate

Base Information

• Chemical Name: Methyl 5-formyl-2-methoxybenzoate
• CAS No.: 78515-16-9
• Molecular Formula: C10H10 O4
• Molecular Weight: 194.187
• Hs Code.: 2918990090
• European Community (EC) Number: 810-013-0
• DSSTox Substance ID: DTXSID60446041
• Nikkaji Number: J1.802.431D
• Wikidata: Q72490939
• Mol file: 78515-16-9.mol

Synonyms:METHYL 5-FORMYL-2-METHOXYBENZOATE;78515-16-9;Methyl5-formyl-2-methoxybenzoate;Benzoic acid, 5-formyl-2-methoxy-, methyl ester;MFCD10565654;SCHEMBL1505421;DTXSID60446041;CNRMXICSYWVJRD-UHFFFAOYSA-N;methyl 2-methoxy-5-formylbenzoate;AMY40860;BCP17120;CS-M3114;AKOS005216242;4-methoxy-3-methoxycarbonylbenzaldehyde;AC-22887;DS-17501;SY002305;5-formyl-2-methoxybenzoic acid methyl ester;FT-0690135;M3327;A23736;EN300-248462;Z1198274857

Chemical Property of Methyl 5-formyl-2-methoxybenzoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 86-87 °C
• Refractive Index: 1.544
• Boiling Point: 332.268°C at 760 mmHg
• Flash Point: 148.155°C
• PSA: 52.60000
• Density: 1.191g/cm³
• LogP: 1.29430
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 194.05790880
• Heavy Atom Count: 14
• Complexity: 214

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl 5-Formyl-2-methoxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C=O)C(=O)OC
• Uses: Methyl 5-Formyl-2-methoxybenzoate is an intermediate used to synthesize peroxisome proliferator-activated receptor (PPAR) activators. It is also used to prepare 1,4-bis(3-hydroxycarbonyl-4-hydroxyl)styrylbenzene derivatives as PTP1B inhibitors.

Technology Process of Methyl 5-formyl-2-methoxybenzoate

There total 8 articles about Methyl 5-formyl-2-methoxybenzoate 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: 98.0%

methyl-5-formyl-2-hydroxybenzoate (41489-76-3) + methyl iodide (74-88-4) → methyl 5-formyl-2-methoxybenzoate (78515-16-9)

Guidance literature:

methyl-5-formyl-2-hydroxybenzoate; With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 0.5h;

methyl iodide; In N,N-dimethyl-formamide; at 80 ℃; for 6h;

Reference yield: 94.0%

methanesulfonic acid (75-75-2,98527-29-8) + hexamethylenetetramine (100-97-0) + 2-methoxybenzoic acid methyl ester (606-45-1) → methyl 5-formyl-2-methoxybenzoate (78515-16-9)

Guidance literature:

at 0 - 90 ℃; for 16h; Temperature; Large scale;

Reference yield: 79.0%

2-hydroxy-5-formylbenzoic acid (616-76-2) + methyl iodide (74-88-4) → methyl 5-formyl-2-methoxybenzoate (78515-16-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

upstream raw materials:

methyl-5-formyl-2-hydroxybenzoate

dimethyl sulfate

methyl iodide

2-hydroxy-5-formylbenzoic acid

Downstream raw materials:

methyl 5-(1-cyano-1-hydroxymethyl)-2-methoxybenzoate

5-(2,2-dimethoxy-ethyl)-2-methoxy-benzoic acid methyl ester

dimethyl 5,5'-[(1E,1'E)-(2-fluoro-1,4-phenylene)bis(ethene-2,1-diyl)]bis(2-methoxybenzoate)

C₂₆⁽¹³⁾C₂H₂₅BrO₆

Refernces

• 1、 -. "Amide compound and pharmaceutical composition containing same and preparation method of amide compound and application of amide compound or pharmaceutical composition". Paragraph 0283; 0284; 0285; 0286. . Retrieved 2020/02/14.
• 2、 Yamamuro, Daisuke,Uchida, Ryuji,Ohtawa, Masaki,Arima, Shiho,Futamura, Yushi,Katane, Masumi,Homma, Hiroshi,Nagamitsu, Tohru,Osada, Hiroyuki,Tomoda, Hiroshi. "Synthesis and biological activity of 5-(4-methoxyphenyl)-oxazole derivatives". supporting information. p. 313 - 316. Retrieved 2015/04/13.