Ethyl 5-fluorobenzofuran-2-carboxylate

Base Information

• Chemical Name: Ethyl 5-fluorobenzofuran-2-carboxylate
• CAS No.: 93849-31-1
• Molecular Formula: C11H9 F O3
• Molecular Weight: 208.1857632
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID40453450
• Wikidata: Q82274593
• Mol file: 93849-31-1.mol

Synonyms:93849-31-1;Ethyl 5-fluorobenzofuran-2-carboxylate;ETHYL 5-FLUORO-1-BENZOFURAN-2-CARBOXYLATE;SCHEMBL16684605;DTXSID40453450;5-Fluoro-2-benzofurancarboxylic Acid Ethyl Ester

Chemical Property of Ethyl 5-fluorobenzofuran-2-carboxylate

Chemical Property:

• PSA: 39.44000
• LogP: 2.74860
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, DCM, Ethyl Acetate, Ethanol
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 208.05357231
• Heavy Atom Count: 15
• Complexity: 244

Purity/Quality:

98%+ ^*data from raw suppliers

5-Fluoro-2-benzofurancarboxylicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=C(O1)C=CC(=C2)F
• Uses: 5-Fluoro-2-benzofurancarboxylic Acid Ethyl Ester is a aminostyrylbenzofuran derivatives as potent inhibitors for Aβ fibril formation.

Technology Process of Ethyl 5-fluorobenzofuran-2-carboxylate

There total 8 articles about Ethyl 5-fluorobenzofuran-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: 84.0%

ethanol (64-17-5) + 2-(2,2-dibromovinyl)-4-fluorophenol (91703-57-0) + molybdenum hexacarbonyl (13939-06-5,199620-15-0) → ethyl 5-fluoro-1H-benzofuran-2-carboxylate (93849-31-1)

Guidance literature:

With [2,2]bipyridinyl; triethylamine; copper(ll) bromide; at 90 ℃; for 8h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.0c01620

Reference yield: 51.0%

5-fluoro-2-hydroxybenzaldehyde (347-54-6) + ethyl bromoacetate (105-36-2) → ethyl 5-fluoro-1H-benzofuran-2-carboxylate (93849-31-1)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; acetonitrile; for 72h; Reflux;

DOI:10.1039/c6ob02569b

Reference yield: 45.0%

ethyl 5-amino-1-benzofuran-2-carboxylate (174775-48-5) → ethyl 5-fluoro-1H-benzofuran-2-carboxylate (93849-31-1)

Guidance literature:

With hydrogenchloride; tetrafluoroboric acid; sodium nitrite; In water; at 0 ℃; for 1h;

DOI:10.1021/jm0203433

upstream raw materials:

5-fluoro-2-hydroxybenzaldehyde

Diethyl 2-bromomalonate

ethyl 5-amino-1-benzofuran-2-carboxylate

ethyl bromoacetate

Downstream raw materials:

5-fluoro-2,3-dihydro-benzofuran-2-carboxylic acid

(5-fluorobenzofuran-2-yl)methanol

5-fluorobenzofuran-2-carboxaldehyde

5-fluorobenzofuran-2-carboxylic acid

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