5,7-Dihydroxy-2-(4-methoxyphenyl)-6-methyl-4H-1-benzopyran-4-one

Base Information

• Chemical Name: 5,7-Dihydroxy-2-(4-methoxyphenyl)-6-methyl-4H-1-benzopyran-4-one
• CAS No.: 14004-55-8
• Molecular Formula: C17H14O5
• DSSTox Substance ID: DTXSID80571041
• Nikkaji Number: J744.233E
• Wikidata: Q82458620
• Mol file: 14004-55-8.mol

Synonyms:14004-55-8;5,7-dihydroxy-2-(4-methoxyphenyl)-6-methyl-4H-chromen-4-one;DTXSID80571041;5,7-Dihydroxy-2-(4-methoxyphenyl)-6-methyl-4H-1-benzopyran-4-one

Chemical Property of 5,7-Dihydroxy-2-(4-methoxyphenyl)-6-methyl-4H-1-benzopyran-4-one

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 298.08412354
• Heavy Atom Count: 22
• Complexity: 452

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2=C(C=C1O)OC(=CC2=O)C3=CC=C(C=C3)OC)O

Technology Process of 5,7-Dihydroxy-2-(4-methoxyphenyl)-6-methyl-4H-1-benzopyran-4-one

There total 5 articles about 5,7-Dihydroxy-2-(4-methoxyphenyl)-6-methyl-4H-1-benzopyran-4-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:

C33H28O10 → 5,7-Dihydroxy-2-(4-methoxyphenyl)-6-methyl-4H-1-benzopyran-4-one (14004-55-8)

Guidance literature:

With sodium hydroxide; sulfuric acid; Yield given. Multistep reaction; 1.) DMSO, 15 min, 2.) AcOH, reflux, 10 min;

Reference yield:

2,4,6-trihydroxy-3-methyl-acetophenon (2657-28-5) → 5,7-Dihydroxy-2-(4-methoxyphenyl)-6-methyl-4H-1-benzopyran-4-one (14004-55-8)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine, DMAP / 4 h / Ambient temperature

2: 1.) NaOH, 2.) 96percent aq. H₂SO₄ / 1.) DMSO, 15 min, 2.) AcOH, reflux, 10 min

With pyridine; dmap; sodium hydroxide; sulfuric acid;

Reference yield:

2,4,6-trihydroxytoluene (88-03-9) → 5,7-Dihydroxy-2-(4-methoxyphenyl)-6-methyl-4H-1-benzopyran-4-one (14004-55-8)

Guidance literature:

Multi-step reaction with 2 steps

1: ZnCl₂; diethyl ether; HCl / und Erhitzen einer mit wss.NH₃ neutralisierten wss.Loesung des Reaktionsprodukts

2: potassium carbonate; acetone / Erwaermen des Reaktionsprodukts mit Natriumcarbonat und wss. Aethanol

With hydrogenchloride; diethyl ether; potassium carbonate; acetone; zinc(II) chloride;

upstream raw materials:

2,4,6-trihydroxy-3-methyl-acetophenon

p-Methoxybenzoic anhydride

2,4,6-trihydroxytoluene

Downstream raw materials:

5-hydroxy-6-methyl-7,4'-dimethoxyflavone

Refernces