2-(2-Hydroxyphenyl)-3-methoxy-4H-1-benzopyran-4-one

Base Information

• Chemical Name: 2-(2-Hydroxyphenyl)-3-methoxy-4H-1-benzopyran-4-one
• CAS No.: 105827-34-7
• Molecular Formula: C16H12O4
• Molecular Weight: 268.269
• ChEMBL ID: CHEMBL4209561
• DSSTox Substance ID: DTXSID40556576
• Wikidata: Q82438163
• Mol file: 105827-34-7.mol

Synonyms:105827-34-7;2-(2-hydroxyphenyl)-3-methoxy-4H-chromen-4-one;SCHEMBL8854752;2-(2-Hydroxyphenyl)-3-methoxy-4H-1-benzopyran-4-one;CHEMBL4209561;DTXSID40556576

Chemical Property of 2-(2-Hydroxyphenyl)-3-methoxy-4H-1-benzopyran-4-one

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 268.07355886
• Heavy Atom Count: 20
• Complexity: 415

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(OC2=CC=CC=C2C1=O)C3=CC=CC=C3O

Technology Process of 2-(2-Hydroxyphenyl)-3-methoxy-4H-1-benzopyran-4-one

There total 4 articles about 2-(2-Hydroxyphenyl)-3-methoxy-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: 82.0%

3,2'-dihydroxyflavone (6068-76-4) + methyl iodide (74-88-4) → 2-(2-hydroxyphenyl)-3-methoxy-4H-chromen-4-one (105827-34-7)

Guidance literature:

With lithium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 16h;

Reference yield: 77.0%

2'-benzyloxy-3-methoxyflavone → 2-(2-hydroxyphenyl)-3-methoxy-4H-chromen-4-one (105827-34-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1016/j.bmc.2017.09.043

Reference yield:

2-(phenylmethoxy)benzaldehyde (5896-17-3) → 2-(2-hydroxyphenyl)-3-methoxy-4H-chromen-4-one (105827-34-7)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydroxide / ethanol; water / 20 °C

2: potassium hydroxide; dihydrogen peroxide / methanol / 0 - 20 °C

3: potassium carbonate / acetone / Inert atmosphere

4: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 1 h / 20 °C

With palladium 10% on activated carbon; hydrogen; dihydrogen peroxide; potassium carbonate; potassium hydroxide; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; water; acetone;

DOI:10.1016/j.bmc.2017.09.043

upstream raw materials:

3,2'-dihydroxyflavone

methyl iodide

2-(phenylmethoxy)benzaldehyde

C₂₂H₁₈O₃