Methyl 5-bromo-2-hydroxy-3-methoxybenzoate

Base Information

• Chemical Name: Methyl 5-bromo-2-hydroxy-3-methoxybenzoate
• CAS No.: 134419-43-5
• Molecular Formula: C9H9BrO4
• Molecular Weight: 261.072
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID20567625
• Wikidata: Q82453562
• Mol file: 134419-43-5.mol

Synonyms:Methyl 5-bromo-2-hydroxy-3-methoxybenzoate;134419-43-5;Methyl 2-Hydroxy-3-methoxy-5-bromobenzoate;Benzoic acid, 5-bromo-2-hydroxy-3-methoxy-, methyl ester;Methyl5-bromo-2-hydroxy-3-methoxybenzoate;SCHEMBL1620851;DTXSID20567625;CWMGOQPZJWFRFT-UHFFFAOYSA-N;MFCD06203682;AKOS015920056;AM82915;DS-1208;CS-0112366;5-bromo-2-hydroxy-3-methoxy-benzoic acid methyl ester

Chemical Property of Methyl 5-bromo-2-hydroxy-3-methoxybenzoate

Chemical Property:

• Melting Point: 122 °C
• Boiling Point: 296.2±35.0 °C(Predicted)
• PKA: 9.20±0.23(Predicted)
• PSA: 55.76000
• Density: 1.573±0.06 g/cm3(Predicted)
• LogP: 1.94990
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 259.96842
• Heavy Atom Count: 14
• Complexity: 209

Purity/Quality:

98%min ^*data from raw suppliers

Methyl5-bromo-2-hydroxy-3-methoxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1O)C(=O)OC)Br

Technology Process of Methyl 5-bromo-2-hydroxy-3-methoxybenzoate

There total 2 articles about Methyl 5-bromo-2-hydroxy-3-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: 94.0%

methanol (67-56-1) + 5-bromo-2-hydroxy-3-methoxy-benzoic acid (35090-76-7) → 5-bromo-2-hydroxy-3-methoxy-benzoic acid methyl ester (134419-43-5)

Guidance literature:

With sulfuric acid; for 18h; Heating;

DOI:10.1021/jm0614883

Reference yield: 78.0%

3-methoxymethylsalicylate (6342-70-7) → 5-bromo-2-hydroxy-3-methoxy-benzoic acid methyl ester (134419-43-5)

Guidance literature:

With bromine; sodium hydrogencarbonate; In chloroform; at 20 ℃; for 48h;

DOI:10.1021/jo00018a048

Reference yield: 91.0%

5-bromo-2-hydroxy-3-methoxy-benzoic acid methyl ester (134419-43-5) + allyl bromide (106-95-6) → methyl 5-bromo-3-methoxy-2-(2-propenyloxy)benzoate (193882-80-3)

Guidance literature:

With potassium carbonate; In acetone; for 16h; Heating;

DOI:10.1016/S0223-5234(97)81676-5

upstream raw materials:

3-methoxymethylsalicylate

methanol

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

Downstream raw materials:

methyl 5-bromo-3-methoxy-2-(2-propenyloxy)benzoate

5-bromo-3-methoxy-2-(2-propenyloxy)benzoic acid

C₁₁H₁₂BrFO₄

5-bromo-2-(2-fluoroethoxy)-3-methoxybenzoic acid

Refernces

• 1、 Tu, Zhude,Li, Shihong,Cui, Jinquan,Xu, Jinbin,Taylor, Michelle,Ho, David,Luedtke, Robert R.,MacH, Robert H.. "Synthesis and pharmacological evaluation of fluorine-containing D 3 dopamine receptor ligands". scheme or table. p. 1555 - 1564. Retrieved 2011/06/19.
• 2、 Yue, Eddy W.,Gerdes, John M.,Mathis, Chester A.. "Synthesis of 2,3-Dimethoxy-5-iodobenzoic Acid". . p. 5451 - 5456. Retrieved 2007/10/02.