Methyl 5-bromo-2-methoxy-3-methylbenzoate

Base Information

• Chemical Name: Methyl 5-bromo-2-methoxy-3-methylbenzoate
• CAS No.: 722497-32-7
• Molecular Formula: C10H11BrO3
• Molecular Weight: 259.1
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID90377415
• Wikidata: Q72488621
• Mol file: 722497-32-7.mol

Synonyms:methyl 5-bromo-2-methoxy-3-methylbenzoate;722497-32-7;methyl 5-bromo-2-methoxy-3-methylbenzenecarboxylate;Benzoic acid,5-bromo-2-methoxy-3-methyl-, methyl ester;methyl 5-bromo-2-methoxy-3-methyl-benzoate;SCHEMBL3599330;DTXSID90377415;VZOOZLRJMORZTC-UHFFFAOYSA-N;XDB49732;MFCD06659589;AKOS005071179;CS-0061261;FT-0644856;W17428;7Y-0806;J-522451

Chemical Property of Methyl 5-bromo-2-methoxy-3-methylbenzoate

Chemical Property:

• Vapor Pressure: 0.000481mmHg at 25°C
• Melting Point: 60-62 °C
• Refractive Index: 1.535
• Boiling Point: 313.9 °C at 760 mmHg
• Flash Point: 143.7 °C
• PSA: 35.53000
• Density: 1.409 g/cm³
• LogP: 2.55270
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 257.98916
• Heavy Atom Count: 14
• Complexity: 208

Purity/Quality:

98%min ^*data from raw suppliers

Methyl 5-bromo-2-methoxy-3-methylbenzenecarboxylate >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1OC)C(=O)OC)Br

Technology Process of Methyl 5-bromo-2-methoxy-3-methylbenzoate

There total 3 articles about Methyl 5-bromo-2-methoxy-3-methylbenzoate 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%

5-bromo-2-hydroxy-3-methylbenzenecarboxylic acid (36194-82-8) + dimethyl sulfate (77-78-1) → methyl 5-bromo-2-methoxy-3-methyl-benzoate (722497-32-7)

Guidance literature:

With potassium carbonate; In acetone; for 26h; Heating;

DOI:10.1021/jm050452s

Reference yield: 86.0%

5-bromo-2-hydroxy-3-methylbenzenecarboxylic acid (36194-82-8) + methyl iodide (74-88-4) → methyl 5-bromo-2-methoxy-3-methyl-benzoate (722497-32-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 26h;

DOI:10.1021/jm049916x

Reference yield:

3-methylsalicylic acid (83-40-9) → methyl 5-bromo-2-methoxy-3-methyl-benzoate (722497-32-7)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; bromine / 24 h / 20 °C

2: potassium carbonate; caesium carbonate / N,N-dimethyl-formamide; acetone / 20 - 58 °C

With bromine; potassium carbonate; caesium carbonate; acetic acid; In N,N-dimethyl-formamide; acetone;

upstream raw materials:

5-bromo-2-hydroxy-3-methylbenzenecarboxylic acid

methyl iodide

dimethyl sulfate

3-methylsalicylic acid

Downstream raw materials:

5-bromo-2-methoxy-3-methyl-benzoic acid

N-(2,6-difluoro-3-hydroxyphenyl)-5-(3-fluorophenyl)-2-methoxy-3-methylbenzamide

2,4-difluoro-3-[[5-(3-fluorophenyl)-2-methoxy-3-methylphenyl]methylamino]phenol

ethyl 2-[2,4-difluoro-3-[[5-(3-fluorophenyl)-2-methoxy-3-methyl-phenyl]methylamino]phenoxy]acetate

Refernces

• 1、 -. "Alkenyldiarylmethanes, Fused Analogs And Syntheses Thereof". Page/Page column 23; 10. . Retrieved 2009/01/20.
• 2、 Deng, Bo-Liang,Hartman, Tracy L.,Buckheit Jr., Robert W.,Pannecouque, Christophe,De Clercq, Erik,Fanwick, Phillip E.,Cushman, Mark. "Synthesis, anti-HIV activity, and metabolic stability of new alkenyldiarylmethane HIV-1 non-nucleoside reverse transcriptase inhibitors". . p. 6140 - 6155. Retrieved 2007/10/03.