Methyl 3-(3-bromophenyl)-3-oxopropanoate

Base Information

• Chemical Name: Methyl 3-(3-bromophenyl)-3-oxopropanoate
• CAS No.: 294881-10-0
• Molecular Formula: C10H9BrO3
• Molecular Weight: 257.084
• Hs Code.: 2918300090
• European Community (EC) Number: 673-455-1
• DSSTox Substance ID: DTXSID40373745
• Wikidata: Q82162071
• Mol file: 294881-10-0.mol

Synonyms:294881-10-0;methyl 3-(3-bromophenyl)-3-oxopropanoate;3-(3-bromophenyl)-3-oxo-propionic acid methyl ester;Methyl (3-Bromobenzoyl)acetate;3-(3-Bromo-phenyl)-3-oxo-propionic acid methyl ester;3-(3-Bromo-phenyl)-3-oxo-propionic acid methylester;MFCD03424774;SCHEMBL13918097;DTXSID40373745;AB7479;AKOS015851412;FS-6555;methyl3-(3-bromophenyl)-3-oxopropanoate;SY022179;CS-0312697;FT-0764045;3-Bromo-b-oxo-benzenepropanoic acid methyl ester;3-(3-Bromo-phenyl)-3-oxo-propionicacidmethylester;3-bromo-beta-oxo-benzenepropanoic acid methyl ester;Benzenepropanoic acid, 3-bromo-beta-oxo-, methyl ester;3-(3-BROMOPHENYL)-3-OXO-PROPIONIC ACID METHYLESTER

Chemical Property of Methyl 3-(3-bromophenyl)-3-oxopropanoate

Chemical Property:

• PSA: 43.37000
• LogP: 2.19490
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 255.97351
• Heavy Atom Count: 14
• Complexity: 227

Purity/Quality:

98%min ^*data from raw suppliers

Methyl3-(3-bromophenyl)-3-oxopropanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 3-(3-bromophenyl)-3-oxopropanoate

There total 1 articles about Methyl 3-(3-bromophenyl)-3-oxopropanoate 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%

1-(3-Bromophenyl)ethanone (2142-63-4) + carbonic acid dimethyl ester (616-38-6) → methyl 3-(3-bromophenyl)-3-oxopropanoate (294881-10-0)

Guidance literature:

carbonic acid dimethyl ester; With sodium hydride; at 20 ℃; Inert atmosphere;

1-(3-Bromophenyl)ethanone; for 4h; Inert atmosphere; Reflux;

DOI:10.1039/c1cc14926a

Reference yield: 98.0%

methyl 3-(3-bromophenyl)-3-oxopropanoate (294881-10-0) → methyl 3-(3-bromophenyl)-3-hydroxypropanoate

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 5 ℃; for 1h; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tetasy.2013.06.004

Reference yield: 98.0%

methyl 3-(3-bromophenyl)-3-oxopropanoate (294881-10-0) → dimethyl 2,4-bis(3-bromobenzoyl)pentanedioate (1340475-99-1)

Guidance literature:

With nitromethane; copper(II) bis(trifluoromethanesulfonate); for 2h; Reflux;

DOI:10.1039/c1cc14926a

upstream raw materials:

1-(3-Bromophenyl)ethanone

carbonic acid dimethyl ester

Downstream raw materials:

3-(3-bromo-phenyl)-3-oxo-N-(4-sulfamoyl-phenyl)-propionamide

4-[5-(3-bromo-phenyl)-2H-pyrazol-3-ylaminol]-benzensulfonamide

methyl 2-(3-bromobenzoyl)pent-4-ynoate

dimethyl 2,4-bis(3-bromobenzoyl)pentanedioate

Refernces

• 1、 Liu, Hao-Nan,Cao, Hao-Qiang,Cheung, Chi Wai,Ma, Jun-An. "Cu-Mediated Expeditious Annulation of Alkyl 3-Aminoacrylates with Aryldiazonium Salts: Access to Alkyl N2-Aryl 1,2,3-Triazole-carboxylates for Druglike Molecular Synthesis". supporting information. p. 1396 - 1401. Retrieved 2020/02/22.
• 2、 Sun, Jiyun,Zhen, Xiaohua,Ge, Huaibin,Zhang, Guangtao,An, Xuechan,Du, Yunfei. "Synthesis of trifluoromethylated 2H-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination". supporting information. p. 1452 - 1458. Retrieved 2018/07/05.