Ethyl 3-(bromomethyl)-1-benzofuran-2-carboxylate

Base Information

• Chemical Name: Ethyl 3-(bromomethyl)-1-benzofuran-2-carboxylate
• CAS No.: 29115-34-2
• Molecular Formula: C₁₂H₁₁BrO₃
• Molecular Weight: 283.122
• Hs Code.: 2932999099
• European Community (EC) Number: 882-217-8
• DSSTox Substance ID: DTXSID50368046
• Wikidata: Q82154328
• ChEMBL ID: CHEMBL5188203
• Mol file: 29115-34-2.mol

Synonyms:29115-34-2;ethyl 3-(bromomethyl)-1-benzofuran-2-carboxylate;3-Bromomethyl-benzofuran-2-carboxylic acid ethyl ester;Ethyl 3-(bromomethyl)benzofuran-2-carboxylate;Enamine_005747;CHEMBL5188203;SCHEMBL10007069;DTXSID50368046;HMS1410F05;MFCD00857861;AKOS000359803;IDI1_007982;CS-0219827;Ethyl3-(bromomethyl)benzofuran-2-carboxylate;EN300-05038;3-BROMOMETHYL-BENZOFURAN-2-CARBOXYLICACIDETHYLESTER

Chemical Property of Ethyl 3-(bromomethyl)-1-benzofuran-2-carboxylate

Chemical Property:

• Vapor Pressure: 1.2E-05mmHg at 25°C
• Boiling Point: 369.3°Cat760mmHg
• Flash Point: 177.1°C
• PSA: 39.44000
• Density: 1.488g/cm³
• LogP: 3.50440
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 281.98916
• Heavy Atom Count: 16
• Complexity: 257

Purity/Quality:

98%Min ^*data from raw suppliers

Ethyl3-(bromomethyl)benzofuran-2-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C2=CC=CC=C2O1)CBr

Technology Process of Ethyl 3-(bromomethyl)-1-benzofuran-2-carboxylate

There total 3 articles about Ethyl 3-(bromomethyl)-1-benzofuran-2-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: 89.0%

ethyl 3-methyl-1-benzofuran-2-carboxylate (22367-82-4) → ethyl 3-(bromomethyl) benzofuran-2-carboxylate (29115-34-2)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 4h; Reflux;

DOI:10.2174/1573406414666180524091745

Reference yield:

o-hydroxyacetophenone (118-93-4,104809-67-8) → ethyl 3-(bromomethyl) benzofuran-2-carboxylate (29115-34-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 125 °C

1.2: 40 °C

2.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / Reflux

With N-Bromosuccinimide; potassium carbonate; dibenzoyl peroxide; In tetrachloromethane; N,N-dimethyl-formamide;

DOI:10.3390/molecules24112061

Reference yield:

→ ethyl 3-(bromomethyl) benzofuran-2-carboxylate (29115-34-2)

Guidance literature:

3-Methyl-coumarilat (?), NBS;

upstream raw materials:

ethyl 3-methyl-1-benzofuran-2-carboxylate

o-hydroxyacetophenone

Downstream raw materials:

2,3-dibenzoyl-2,3-dihydro-1H-benzo[4,5]furo[2,3-d]pyridazin-4-one

3,4-Dihydro-4-oxo-benzofuropyridazin

3-Hydroxymethyl-4-benzofuropyridazon

3-benzyl-3H-benzo[4,5]furo[2,3-d]pyridazin-4-one