2-(Benzyloxy)-4-bromobenzoic acid

Base Information

• Chemical Name: 2-(Benzyloxy)-4-bromobenzoic acid
• CAS No.: 693257-19-1
• Molecular Formula: C14H11BrO3
• Molecular Weight: 307.144
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID90681362
• Wikidata: Q82605343
• Mol file: 693257-19-1.mol

Synonyms:2-(BENZYLOXY)-4-BROMOBENZOIC ACID;693257-19-1;4-bromo-2-phenylmethoxybenzoic acid;2-(Benzyloxy)-4-bromobenzoicacid;SCHEMBL16898127;DTXSID90681362;MFCD11551598;AKOS009393024;AS-61447;CS-0212054;A1-03668

Chemical Property of 2-(Benzyloxy)-4-bromobenzoic acid

Chemical Property:

• PSA: 46.53000
• LogP: 3.72630
• Storage Temp.: Room temperature.
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 305.98916
• Heavy Atom Count: 18
• Complexity: 276

Purity/Quality:

≥95% ^*data from raw suppliers

2-(Benzyloxy)-4-bromobenzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=C(C=CC(=C2)Br)C(=O)O

Technology Process of 2-(Benzyloxy)-4-bromobenzoic acid

There total 2 articles about 2-(Benzyloxy)-4-bromobenzoic 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: 95.0%

benzyl 2-(benzyloxy)-4-bromobenzoate (693257-17-9) → 2-(benzyloxy)-4-bromobenzoic acid (693257-19-1)

Guidance literature:

With potassium hydroxide; In methanol; for 3.5h; Heating;

DOI:10.1016/j.ejmech.2003.09.010

Reference yield:

4-bromosalicylic acid (1666-28-0) → 2-(benzyloxy)-4-bromobenzoic acid (693257-19-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / potassium carbonate / acetone / 20 h / Heating

2: 95 percent / KOH / methanol / 3.5 h / Heating

With potassium hydroxide; potassium carbonate; In methanol; acetone;

DOI:10.1016/j.ejmech.2003.09.010

Reference yield: 76.0%

3,4,5-trimethoxyphenylboronic Acid (182163-96-8) + 2-(benzyloxy)-4-bromobenzoic acid (693257-19-1) → 3-(benzyloxy)-3',4',5'-trimethoxybiphenyl-4-carboxylicacid (1251548-82-9)

Guidance literature:

With palladium diacetate; potassium carbonate; In N,N-dimethyl-formamide; at 110 ℃; for 5h;

DOI:10.1016/j.bmc.2010.07.062

upstream raw materials:

benzyl 2-(benzyloxy)-4-bromobenzoate

4-bromosalicylic acid

Downstream raw materials:

3-(benzyloxy)-3',4',5'-trimethoxybiphenyl-4-carboxylicacid

Refernces

• 1、 -. "HYDROXY FORMAMIDE DERIVATIVES AND THEIR USE". Paragraph 0699; 0700. . Retrieved 2016/12/16.
• 2、 Liechti, Christoph,Sequin, Urs,Bold, Guido,Furet, Pascal,Meyer, Thomas,Traxler, Peter. "Salicylanilides as inhibitors of the protein tyrosine kinase epidermal growth factor receptor". . p. 11 - 26. Retrieved 2007/10/03.