1-(6-Hydroxy-4,7-dimethoxy-2,3-dihydro-1-benzofuran-5-yl)ethanone

Base Information

• Chemical Name: 1-(6-Hydroxy-4,7-dimethoxy-2,3-dihydro-1-benzofuran-5-yl)ethanone
• CAS No.: 6938-22-3
• Molecular Formula: C12H14O5
• Molecular Weight: 238.24
• NSC Number: 53931
• DSSTox Substance ID: DTXSID60288049
• Wikidata: Q82024315
• Mol file: 6938-22-3.mol

Synonyms:1-(6-hydroxy-4,7-dimethoxy-2,3-dihydro-1-benzofuran-5-yl)ethanone;NSC53931;SCHEMBL7279525;DTXSID60288049;ASFNOAURGZPDFP-UHFFFAOYSA-N;NSC-53931;5-acetyl-2,3-dihydro-6-hydroxy-4,7-dimethoxybenzofuran

Chemical Property of 1-(6-Hydroxy-4,7-dimethoxy-2,3-dihydro-1-benzofuran-5-yl)ethanone

Chemical Property:

• Vapor Pressure: 1.06E-07mmHg at 25°C
• Boiling Point: 421.5°Cat760mmHg
• Flash Point: 164.5°C
• Density: 1.27g/cm³
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 238.08412354
• Heavy Atom Count: 17
• Complexity: 293

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C(C2=C(C(=C1O)OC)OCC2)OC

Technology Process of 1-(6-Hydroxy-4,7-dimethoxy-2,3-dihydro-1-benzofuran-5-yl)ethanone

There total 7 articles about 1-(6-Hydroxy-4,7-dimethoxy-2,3-dihydro-1-benzofuran-5-yl)ethanone 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: 100.0%

5-acetyl-6-hydroxy-4,7-dimethoxybenzofuran (484-51-5) → 2,3-dihydrokhellinone (6938-22-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm00366a002

Reference yield:

4,7-dimethoxy-benzofuran-6-ol (99059-07-1) + acetonitrile (75-05-8,26809-02-9) → 2,3-dihydrokhellinone (6938-22-3)

Guidance literature:

With hydrogenchloride; diethyl ether; zinc(II) chloride; Erwaermen des Reaktionsprodukts mit wss. Schwefelsaeure;

Reference yield:

4,6,7-Trimethoxy-cumaran-3-on (91143-86-1) → 2,3-dihydrokhellinone (6938-22-3)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium alanate; tetrahydrofuran

2: palladium/charcoal; ethanol / Hydrogenation

3: acetic acid; boron fluoride

With tetrahydrofuran; palladium on activated charcoal; lithium aluminium tetrahydride; ethanol; boron trifluoride; acetic acid;

DOI:10.1021/jo01094a046

upstream raw materials:

4,7-dimethoxy-benzofuran-6-ol

acetonitrile

4,6,7-trimethoxy-2,3-dihydro-benzofuran

acetic anhydride

Downstream raw materials:

5-acetyl-6-hydroxy-4,7-dimethoxybenzofuran

4,9-dimethoxy-7-methyl-2,3-dihydro-furo[3,2-g]chromen-5-one

Khellin

C₂₀H₂₂O₆