2-Acetyl-7-(3,5-diisopropyl-2-ethoxyphenyl)-benzo[b]furan

Base Information

• Chemical Name: 2-Acetyl-7-(3,5-diisopropyl-2-ethoxyphenyl)-benzo[b]furan
• CAS No.: 460087-00-7
• Molecular Formula: C₂₄H₂₈O₃
• Molecular Weight: 364.485
• DSSTox Substance ID: DTXSID001160871

Synonyms:SCHEMBL4850945;MHAASOHWTOIFBU-UHFFFAOYSA-N;2-acetyl-7-(3,5-diisopropyl-2-ethoxyphenyl)-benzo[b]furan;DTXSID001160871;460087-00-7;1-[7-[2-Ethoxy-3,5-bis(1-methylethyl)phenyl]-2-benzofuranyl]ethanone

Chemical Property of 2-Acetyl-7-(3,5-diisopropyl-2-ethoxyphenyl)-benzo[b]furan

Chemical Property:

• XLogP3: 6.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 364.20384475
• Heavy Atom Count: 27
• Complexity: 500

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC1=C(C=C(C=C1C(C)C)C(C)C)C2=CC=CC3=C2OC(=C3)C(=O)C

Technology Process of 2-Acetyl-7-(3,5-diisopropyl-2-ethoxyphenyl)-benzo[b]furan

There total 4 articles about 2-Acetyl-7-(3,5-diisopropyl-2-ethoxyphenyl)-benzo[b]furan 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:

2-Acetyl-7-trifluoromethanesulfonate benzo[b]furan + sodium carbonate (497-19-8) + (2-Ethoxy-3,5-diisopropylphenyl)-boronic acid (330935-92-7) → 2-Acetyl-7-(3,5-diisopropyl-2-ethoxyphenyl)-benzo[b]furan (460087-00-7)

Guidance literature:

Pd(PPh₃)4; In ethanol; water; toluene;

Reference yield:

ethyl bromide (74-96-4) + 1-[7-(3,5-diisopropyl-2-methoxymethoxy-phenyl)-benzofuran-2-yl]-ethanone → 2-Acetyl-7-(3,5-diisopropyl-2-ethoxyphenyl)-benzo[b]furan (460087-00-7)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmcl.2003.12.089

Reference yield:

2-acetyl-7-hydroxybenzofuran (40020-87-9) → 2-Acetyl-7-(3,5-diisopropyl-2-ethoxyphenyl)-benzo[b]furan (460087-00-7)

Guidance literature:

Multi-step reaction with 3 steps

1: Hunig's base / CH₂Cl₂

2: Pd(PPh₃)4; aq. Na₂CO₃ / toluene; ethanol / Heating

3: Cs₂CO₃ / dimethylformamide / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.bmcl.2003.12.089

upstream raw materials:

ethyl bromide

2-acetyl-7-hydroxybenzofuran

trifluoro-methanesulfonic acid 2-acetyl-benzofuran-7-yl ester

sodium carbonate

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