2-Butyl-4-fluorobenzofuran

Base Information

• Chemical Name: 2-Butyl-4-fluorobenzofuran
• CAS No.: 863870-90-0
• Molecular Formula: C₁₂H₁₃FO
• Molecular Weight: 192.233
• DSSTox Substance ID: DTXSID70459768
• Nikkaji Number: J2.223.305J
• Wikidata: Q82283615
• Mol file: 863870-90-0.mol

Synonyms:2-BUTYL-4-FLUOROBENZOFURAN;863870-90-0;2-butyl-4-fluoro-1-benzofuran;DTXSID70459768;AKOS006285741;FT-0691587

Chemical Property of 2-Butyl-4-fluorobenzofuran

Chemical Property:

• PSA: 13.14000
• LogP: 3.91450
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 192.095043196
• Heavy Atom Count: 14
• Complexity: 183

Purity/Quality:

99%+ ^*data from raw suppliers

2-BUTYL-4-FLUOROBENZOFURAN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=CC2=C(O1)C=CC=C2F

Technology Process of 2-Butyl-4-fluorobenzofuran

There total 4 articles about 2-Butyl-4-fluorobenzofuran 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: 60.0%

3-fluoro-2-iodophenol (863870-85-3) + hex-1-yne (693-02-7) → 2-butyl-4-fluorobenzo[b]furan (863870-90-0)

Guidance literature:

With piperidine; copper(l) iodide; bis(triphenylphosphine) palladium (Il) acetate; In N,N-dimethyl-formamide; at 60 ℃; for 5h;

DOI:10.1021/jo0508402

Reference yield:

O-3-fluoro-2-iodophenyl N,N-diethylcarbamate (863870-74-0) → 2-butyl-4-fluorobenzo[b]furan (863870-90-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / NaOH / ethanol / Heating

2: 60 percent / piperidine; CuI / Pd(OAc)2(PPh₃)2 / dimethylformamide / 5 h / 60 °C

With piperidine; sodium hydroxide; copper(l) iodide; bis(triphenylphosphine) palladium (Il) acetate; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jo0508402

Reference yield:

3-fluorophenol (372-20-3) → 2-butyl-4-fluorobenzo[b]furan (863870-90-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C

1.2: 89 percent / hexane; tetrahydrofuran / 36 h / Heating

2.1: s-BuLi; TMEDA / cyclohexane; hexane; tetrahydrofuran / 2 h / -78 °C

2.2: 88 percent / iodine / tetrahydrofuran; hexane; cyclohexane / -78 - 20 °C

3.1: 66 percent / NaOH / ethanol / Heating

4.1: 60 percent / piperidine; CuI / Pd(OAc)2(PPh₃)2 / dimethylformamide / 5 h / 60 °C

With piperidine; sodium hydroxide; copper(l) iodide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; bis(triphenylphosphine) palladium (Il) acetate; In tetrahydrofuran; ethanol; hexane; cyclohexane; N,N-dimethyl-formamide;

DOI:10.1021/jo0508402

upstream raw materials:

3-fluoro-2-iodophenol

hex-1-yne

O-3-fluoro-2-iodophenyl N,N-diethylcarbamate

3-fluorophenol