Methyl 3-hydroxy-4-methoxybenzoate

Base Information

• Chemical Name: Methyl 3-hydroxy-4-methoxybenzoate
• CAS No.: 6702-50-7
• Molecular Formula: C9H10O4
• Molecular Weight: 182.176
• Hs Code.: 29189990
• European Community (EC) Number: 627-549-4
• DSSTox Substance ID: DTXSID70398845
• Nikkaji Number: J504.777C
• Wikidata: Q63399138
• ChEMBL ID: CHEMBL2252125
• Mol file: 6702-50-7.mol

Synonyms:Methyl 3-hydroxy-4-methoxybenzoate;6702-50-7;Methyl isovanillate;Methyl 3-hydroxy-4-methoxybenzenecarboxylate;Methyl-3-hydroxy-4-methoxybenzoate;3-hydroxy-4-methoxybenzoic acid methyl ester;Isovanillic Acid Methyl Ester;Benzoic acid, 3-hydroxy-4-methoxy-, methyl ester;MFCD01321262;Methyl 3-hydroxy-4-methoxy-benzoate;isovamllic acid methyl ester;SCHEMBL57367;CHEMBL2252125;DTXSID70398845;Methyl3-hydroxy-4-methoxybenzoate;BCP22986;methyl 3-hydroxyl-4-methoxybenzoate;Methyl 3-Hydroxy-4-Methoxy Benzoate;AKOS005072200;AC-7251;CS-W002773;DA-0613;HY-W002773;methyl 3-hydroxy-4-(methyloxy)benzoate;SY005365;Methyl 3-hydroxy-4-methoxybenzoate, 98%;AM20061016;FT-0602740;M2205;3-hydroxy-4-methoxy benzoic acid methyl ester;3-Hydroxy-4-methoxybenzoic acid, methyl ester;3-Hydroxy-4-methoxy benzoic acid, methyl ester;3-Hydroxy-4-methoxy-benzoic Acid Methyl Ester;EN300-266091;A835611;J-522173;Q63399138;methyl 3-hydroxy-4-methoxy-benzoate;Methyl 3-Hydroxy-4-methoxybenzoate

Chemical Property of Methyl 3-hydroxy-4-methoxybenzoate

Chemical Property:

• Vapor Pressure: 0.000104mmHg at 25°C
• Melting Point: 64-67 °C(lit.)
• Refractive Index: 1.534
• Boiling Point: 327.7 °C at 760 mmHg
• PKA: 9.15±0.10(Predicted)
• Flash Point: 132.8 °C
• PSA: 55.76000
• Density: 1.216g/cm³
• LogP: 1.18740
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 182.05790880
• Heavy Atom Count: 13
• Complexity: 181

Purity/Quality:

99% ^*data from raw suppliers

Methyl 3-hydroxy-4-methoxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C(=O)OC)O
• Uses: Methyl 3-hydroxy-4-methoxybenzoate may be used as starting reagent in the novel synthesis of gefitinib. Synthesis involves the alkylation of starting material, followed by nitration, reduction, cyclization, chlorination and two successive amination reactions. It may be used as starting reagent in the synthesis of methyl 5-(benzo[d][1,3]dioxol-5-yl)-4-methoxy-2-nitrobenzoate.

Technology Process of Methyl 3-hydroxy-4-methoxybenzoate

There total 21 articles about Methyl 3-hydroxy-4-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: 100.0%

methanol (67-56-1) + Isovanillic acid (645-08-9,74309-78-7) → 3-hydroxy-4-methoxybenzoate (6702-50-7)

Guidance literature:

With sulfuric acid; for 18h; Heating / reflux;

Reference yield: 91.0%

sulfuric acid (7664-93-9) + Isovanillic acid (645-08-9,74309-78-7) → 3-hydroxy-4-methoxybenzoate (6702-50-7)

Guidance literature:

In methanol;

Reference yield: 90.0%

Isovanillic acid (645-08-9,74309-78-7) → 3-hydroxy-4-methoxybenzoate (6702-50-7)

Guidance literature:

With sulfuric acid; In methanol; Reflux;

DOI:10.1007/s00044-020-02634-0

upstream raw materials:

methanol

Isovanillic acid

4-Methoxy-4-acetoxy-3-oxo-3,4-dihydro-benzaldehyd

3,4-Dihydroxybenzoic acid

Downstream raw materials:

4-methoxy-3-(1-methoxycarbonylethoxy)-benzoic acid methyl ester

4-methoxy-3-(2-methoxycarbonyl-allyloxy)-benzoic acid methyl ester

methyl 3-((dimethylcarbamothioyl)oxy)-4-methoxybenzoate

4-methoxy-3-(2-methyl-allyloxy)-benzoic acid methyl ester

Refernces

• 1、 Malhotra, Anjleena,Bansal, Ranju,Halim, Clarissa Esmeralda,Yap, Celestial T.,Sethi, Gautam,Kumar, Alan Prem,Bishnoi, Mahendra,Yadav, Kamalendra. "Novel amide analogues of quinazoline carboxylate display selective antiproliferative activity and potent EGFR inhibition". . p. 2112 - 2122. Retrieved 2020/09/23.
• 2、 Ghosh, Koushik,Shankar, Majji,Rit, Raja K.,Dubey, Gurudutt,Bharatam, Prasad V.,Sahoo, Akhila K.. "Sulfoximine-Assisted One-Pot Unsymmetrical Multiple Annulation of Arenes: A Combined Experimental and Computational Study". supporting information. p. 9667 - 9681. Retrieved 2018/09/18.