6-Fluorobenzofuran-3(2H)-one

Base Information

• Chemical Name: 6-Fluorobenzofuran-3(2H)-one
• CAS No.: 351528-80-8
• Molecular Formula: C8H5 F O2
• Molecular Weight: 152.125
• Hs Code.: 2932999099
• European Community (EC) Number: 846-122-5
• DSSTox Substance ID: DTXSID40593042
• Wikidata: Q72479150
• Mol file: 351528-80-8.mol

Synonyms:6-Fluorobenzofuran-3(2H)-one;351528-80-8;6-FLUORO-3(2H)-BENZOFURANONE;6-FLUORO-BENZOFURAN-3-ONE;6-fluoro-1-benzofuran-3-one;6-FLUOROBENZO[B]FURAN-3(2H)-ONE;MFCD09743984;6-FLUORO-2,3-DIHYDRO-1-BENZOFURAN-3-ONE;6-Fluoro-3-Benzofuranone;3(2H)-BENZOFURANONE, 6-FLUORO-;6-Fluoro-1-benzofuran-3(2H)-one;SCHEMBL1924055;6-fluoranyl-1-benzofuran-3-one;DTXSID40593042;HMVCMGNATCYFFY-UHFFFAOYSA-N;AKOS006331874;AB51227;PS-6762;SB36778;SY011535;DB-350434;CS-0105957;EN300-182175;A809920;Z1198221984;6-Fluoro-1-benzofuran-3(2H)-one, 2,3-Dihydro-6-fluoro-3-oxobenzo[b]furan

Chemical Property of 6-Fluorobenzofuran-3(2H)-one

Chemical Property:

• Boiling Point: 261.7±40.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.379±0.06 g/cm3(Predicted)
• LogP: 1.40080
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 152.02735756
• Heavy Atom Count: 11
• Complexity: 181

Purity/Quality:

98%min ^*data from raw suppliers

6-Fluorobenzo[b]furan-3(2H)-one 98.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)C2=C(O1)C=C(C=C2)F

Technology Process of 6-Fluorobenzofuran-3(2H)-one

There total 4 articles about 6-Fluorobenzofuran-3(2H)-one 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: 42.0%

4-Fluoro-2-hydroxyacetophenone (1481-27-2) → 6-fluoro-[2H]-benzofuran-3-one (351528-80-8)

Guidance literature:

4-Fluoro-2-hydroxyacetophenone; With copper(ll) bromide; In chloroform; ethyl acetate; for 10h; Reflux; Inert atmosphere;

With triethylamine; In acetonitrile; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.ejmech.2017.02.048

Reference yield:

2-(3-fluorophenoxy)acetyl chloride (95299-69-7) → 6-fluoro-[2H]-benzofuran-3-one (351528-80-8)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 0 - 20 ℃; for 0.75h; Reflux;

DOI:10.1016/j.tetlet.2015.05.093

Reference yield:

3-fluorophenol (372-20-3) → 6-fluoro-[2H]-benzofuran-3-one (351528-80-8)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

2: thionyl chloride / 4 h / Reflux

3: aluminum (III) chloride / dichloromethane / 0.75 h / 0 - 20 °C / Reflux

With aluminum (III) chloride; thionyl chloride; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2015.05.093

upstream raw materials:

2-(3-fluorophenoxy)acetyl chloride

3-fluorophenol

3-fluorophenoxyacetic acid

4-Fluoro-2-hydroxyacetophenone

Downstream raw materials:

6-aminobenzofuran-3(2H)-one

tert-butyl-[2-(4-chloro-phenyl)-6-fluoro-benzofuran-3-yloxy]-dimethyl-silane

2-(4-chloro-phenyl)-6-fluoro-benzofuran-3-one

Refernces

• 1、 Wu, Deyan,Mei, Hanbing,Tan, Ping,Lu, Weiqiang,Zhu, Jin,Wang, Wei,Huang, Jin,Li, Jian. "Total synthesis of the 2-arylbenzo[b]furan-containing natural products from Artocarpus". supporting information. p. 4383 - 4387. Retrieved 2015/06/22.