Methyl 2-benzyloxy-4-bromobenzoate

Base Information

• Chemical Name: Methyl 2-benzyloxy-4-bromobenzoate
• CAS No.: 1228095-06-4
• Molecular Formula: C15H13BrO3
• Molecular Weight: 321.16592
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID20682180
• Wikidata: Q82606481
• Mol file: 1228095-06-4.mol

Synonyms:1228095-06-4;METHYL 2-BENZYLOXY-4-BROMOBENZOATE;Methyl 2-(benzyloxy)-4-bromobenzoate;methyl 4-bromo-2-phenylmethoxybenzoate;Methyl2-(benzyloxy)-4-bromobenzoate;SCHEMBL14891403;DTXSID20682180;AMY36357;MFCD18311879;AKOS015839422;BS-19519;CS-0442880

Chemical Property of Methyl 2-benzyloxy-4-bromobenzoate

Chemical Property:

• PSA: 35.53000
• LogP: 3.81470
• Storage Temp.: Room temperature.
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 320.00481
• Heavy Atom Count: 19
• Complexity: 289

Purity/Quality:

≥95% ^*data from raw suppliers

Methyl2-benzyloxy-4-bromobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=C(C=C1)Br)OCC2=CC=CC=C2

Technology Process of Methyl 2-benzyloxy-4-bromobenzoate

There total 2 articles about Methyl 2-benzyloxy-4-bromobenzoate 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: 75.0%

4-bromo-2-Hydroxybenzoic Acid Methylester (22717-56-2) + benzyl bromide (100-39-0) → C15H13BrO3 (1228095-06-4)

Guidance literature:

With potassium carbonate; In acetonitrile; for 4h; Reflux;

Reference yield:

4-bromosalicylic acid (1666-28-0) → C15H13BrO3 (1228095-06-4)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 75 °C

2: sodium carbonate / acetonitrile / 75 °C

With thionyl chloride; sodium carbonate; In acetonitrile;

DOI:10.1016/j.chempr.2019.03.003 DOI:10.1016/j.chempr.2019.12.001

Reference yield: 94.0%

C15H13BrO3 (1228095-06-4) → C14H13BrO2

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 5 - 20 ℃; for 2.5h;

upstream raw materials:

4-bromo-2-Hydroxybenzoic Acid Methylester

benzyl bromide

4-bromosalicylic acid

Downstream raw materials:

4-(4-carboxy-3-hydroxy-phenyl)-2-hydroxy-benzoic acid

3-mer-HCA

Refernces

• 1、 Zhang, Qing,Huang, Jianzhou,Chow, Hoi Yee,Wang, Jinzheng,Zhang, Yingjun,Fung, Yi Man Eva,Ren, Qingyun,Li, Xuechen. "Development of DHQ-based chemical biology probe to profile cellular targets for HBV". supporting information. . Retrieved 2020/10/29.
• 2、 -. "SUBSTITUTED 2-AZA-BICYCLO[2.2.1]HEPTANE-3-CARBOXYLIC ACID (BENZYL-CYANO-METHYL)-AMIDES INHIBITORS OF CATHEPSIN C". Page/Page column 249. . Retrieved 2014/09/29.