Methyl 2-bromofuran-3-carboxylate

Base Information

• Chemical Name: Methyl 2-bromofuran-3-carboxylate
• CAS No.: 197846-06-3
• Molecular Formula: C6H5BrO3
• Molecular Weight: 205.008
• Hs Code.: 29329990
• European Community (EC) Number: 818-830-4
• DSSTox Substance ID: DTXSID90445704
• Wikidata: Q82264221
• Mol file: 197846-06-3.mol

Synonyms:Methyl 2-bromofuran-3-carboxylate;197846-06-3;Methyl 2-bromo-3-furoate;3-Furancarboxylic acid, 2-bromo-, methyl ester;SCHEMBL2418235;DTXSID90445704;XXUUZVIMSVBWIQ-UHFFFAOYSA-N;XHA84606;MFCD09879944;AKOS016006416;FS-2643;SB61092;METHYL2-BROMOFURAN-3-CARBOXYLATE;2-bromofuran-3-carboxylic acid methyl ester;FT-0720222;EN300-250595;METHYL 2-BROMOFURAN-3-CARBOXYLATE 97%

Chemical Property of Methyl 2-bromofuran-3-carboxylate

Chemical Property:

• Vapor Pressure: 0.256mmHg at 25°C
• Melting Point: 49.5-51.5 °C
• Refractive Index: 1.514
• Boiling Point: 205.02 °C at 760 mmHg
• Flash Point: 77.794 °C
• PSA: 39.44000
• Density: 1.623 g/cm³
• LogP: 1.82870
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 203.94221
• Heavy Atom Count: 10
• Complexity: 137

Purity/Quality:

99% ^*data from raw suppliers

methyl2-bromofuran-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(OC=C1)Br

Technology Process of Methyl 2-bromofuran-3-carboxylate

There total 6 articles about Methyl 2-bromofuran-3-carboxylate 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%

2-bromofuran-3-carboxylic acid (197846-05-2) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 2-bromofuran-3-carboxylate (197846-06-3)

Guidance literature:

In methanol; diethyl ether; toluene; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201209582

Reference yield: 92.0%

2-bromofuran-3-carboxylic acid (197846-05-2) + dimethyl sulfate (77-78-1) → methyl 2-bromofuran-3-carboxylate (197846-06-3)

Guidance literature:

With potassium carbonate; In acetone; Ambient temperature;

DOI:10.1021/jm970346t

Reference yield: 73.0%

2-bromofuran-3-carboxylic acid (197846-05-2) + methyl iodide (74-88-4) → methyl 2-bromofuran-3-carboxylate (197846-06-3)

Guidance literature:

2-bromofuran-3-carboxylic acid; With potassium carbonate; In N,N-dimethyl-formamide; at 90 ℃; for 1.5h; Inert atmosphere; Schlenk technique;

methyl iodide; In N,N-dimethyl-formamide; at 90 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.9b01567

upstream raw materials:

2-bromofuran-3-carboxylic acid

dimethyl sulfate

3-Furoic acid

methanol

Downstream raw materials:

4-[3-(Toluene-4-sulfonyloxymethyl)furan-2-yl]-piperidine-1-carboxylic Acid t-Butyl Ester

[3-(methoxycarbonyl)-2-furyl]boronic acid

Refernces

• 1、 Demmer, Charles S.,Rombach, David,Liu, Na,Nielsen, Birgitte,Pickering, Darryl S.,Bunch, Lennart. "Revisiting the Quinoxalinedione Scaffold in the Construction of New Ligands for the Ionotropic Glutamate Receptors". . p. 2477 - 2495. Retrieved 2017/11/21.
• 2、 Dydio, Pawel,Reek, Joost N. H.. "Supramolecular control of selectivity in hydroformylation of vinyl arenes: Easy access to valuable β-aldehyde intermediates". supporting information. p. 3878 - 3882. Retrieved 2013/05/09.