2'-Hydroxy-3',5',6'-trimethoxyacetophenone

Base Information

• Chemical Name: 2'-Hydroxy-3',5',6'-trimethoxyacetophenone
• CAS No.: 72424-28-3
• Molecular Formula: C11H14O5
• Molecular Weight: 226.22600
• DSSTox Substance ID: DTXSID40510714
• Nikkaji Number: J455.935E
• Wikidata: Q82369143
• Mol file: 72424-28-3.mol

Synonyms:72424-28-3;2'-Hydroxy-3',5',6'-trimethoxyacetophenone;1-(2-hydroxy-3,5,6-trimethoxyphenyl)ethanone;DTXSID40510714;1-(2-Hydroxy-3,5,6-trimethoxy-phenyl)-ethanone;1-(2-Hydroxy-3,5,6-trimethoxyphenyl)ethan-1-one

Chemical Property of 2'-Hydroxy-3',5',6'-trimethoxyacetophenone

Chemical Property:

• Melting Point: 62–63°C5
• PSA: 64.99000
• LogP: 1.62060
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 226.08412354
• Heavy Atom Count: 16
• Complexity: 243

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C(C(=CC(=C1OC)OC)OC)O

Technology Process of 2'-Hydroxy-3',5',6'-trimethoxyacetophenone

There total 1 articles about 2'-Hydroxy-3',5',6'-trimethoxyacetophenone 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'-hydroxy-3',5',6'-trimethoxyacetophenone (72424-28-3)

Guidance literature:

2,3,5,6-Tetramethoxyacetophenon, AlCl3;

DOI:10.1246/bcsj.52.2950

Reference yield: 70.0%

methanol (67-56-1) + 2'-hydroxy-3',5',6'-trimethoxyacetophenone (72424-28-3) → 2-Acetyl-3,4,4,6-tetramethoxy-cyclohexa-2,5-dienone (138008-72-7)

Guidance literature:

With thallium(III) nitrate; at -10 - -5 ℃; for 0.166667h;

DOI:10.1021/jo00029a055

Reference yield:

2'-hydroxy-3',5',6'-trimethoxyacetophenone (72424-28-3) → 5,4'-dihydroxy-3,6,8-trimethoxyflavone (112667-10-4)

Guidance literature:

Multi-step reaction with 6 steps

1: pyridine / 1 h / 100 °C

2: 1.) KOH, 2.) conc. H₂SO₄ / 1) pyridine, 80 deg C, 1 h; 2) HOAc, 60 deg C, 10 min

3: 1.) dimethyldioxirane, 2.) TsOH / 1) acetone, Ch₂Cl₂, -20 - -10 deg C, 12 h; 2) CH₂Cl₂, 0 deg C, 40 - 50 min

4: 87 percent / K₂CO₃ / acetone

5: 83 percent / AlBr₃ / acetonitrile / 1 h / 0 °C

6: 80 percent / H₂ / Pd-C / methanol; ethyl acetate

With pyridine; potassium hydroxide; aluminum tri-bromide; sulfuric acid; hydrogen; 3,3-dimethyldioxirane; potassium carbonate; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; ethyl acetate; acetone; acetonitrile;

DOI:10.1016/S0031-9422(00)89555-2

Downstream raw materials:

2-Acetyl-3,4,4,6-tetramethoxy-cyclohexa-2,5-dienone

5,4'-dihydroxy-3,6,8-trimethoxyflavone

Acetic acid 2-(4-acetoxy-phenyl)-3,6,8-trimethoxy-4-oxo-4H-chromen-5-yl ester

4'-benzyloxy-5,6,8-trimethoxyflavone