7,2'-Dihydroxy-4'-methoxy-3-phenylcoumarin

Base Information

• Chemical Name: 7,2'-Dihydroxy-4'-methoxy-3-phenylcoumarin
• CAS No.: 54300-95-7
• Molecular Formula: C16H12O5
• Molecular Weight: 284.268
• DSSTox Substance ID: DTXSID20501761
• Metabolomics Workbench ID: 75295
• Nikkaji Number: J1.064.384H
• Wikidata: Q82354336
• Mol file: 54300-95-7.mol

Synonyms:7,2'-Dihydroxy-4'-methoxy-3-phenylcoumarin;54300-95-7;DTXSID20501761;LMPK12160014;7-hydroxy-3-(2-hydroxy-4-methoxyphenyl)coumarin;7-Hydroxy-3-(2-hydroxy-4-methoxyphenyl)-2H-1-benzopyran-2-one

Chemical Property of 7,2'-Dihydroxy-4'-methoxy-3-phenylcoumarin

Chemical Property:

• Boiling Point: 553.8±50.0 °C(Predicted)
• PSA: 79.90000
• Density: 1.420±0.06 g/cm3(Predicted)
• LogP: 2.87980
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 284.06847348
• Heavy Atom Count: 21
• Complexity: 432

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)C2=CC3=C(C=C(C=C3)O)OC2=O)O

Technology Process of 7,2'-Dihydroxy-4'-methoxy-3-phenylcoumarin

There total 4 articles about 7,2'-Dihydroxy-4'-methoxy-3-phenylcoumarin 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: 89.0%

7-acetoxy-3-(2-acetoxy-4-methoxy-phenyl)-chromen-2-one (54300-97-9) → 7-hydroxy-3-(2-hydroxy-4-methoxyphenyl)-2H-chromen-2-one (54300-95-7)

Guidance literature:

With sodium hydroxide; In water;

DOI:10.1039/c9ra01909j

Reference yield: 53.0%

2-(2-hydroxy-4-methoxyphenyl)acetic acid (20503-09-7) + 2,4-Dihydroxybenzaldehyde (95-01-2) → 7-hydroxy-3-(2-hydroxy-4-methoxyphenyl)-2H-chromen-2-one (54300-95-7)

Guidance literature:

With sodium acetate; acetic anhydride; acetic acid; for 24h; Reflux;

DOI:10.1016/j.tet.2017.07.057

Reference yield:

methyl 2-(2-bromo-4-methoxyphenyl)acetate (198630-93-2) → 7-hydroxy-3-(2-hydroxy-4-methoxyphenyl)-2H-chromen-2-one (54300-95-7)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide; copper 8-hydroxyquinolinate

2: triethylamine / 6 h / 110 °C

3: sodium hydroxide / water

With copper 8-hydroxyquinolinate; triethylamine; sodium hydroxide; In water;

DOI:10.1039/c9ra01909j

upstream raw materials:

2-(2-hydroxy-4-methoxyphenyl)acetic acid

2,4-Dihydroxybenzaldehyde

methyl 2-(2-bromo-4-methoxyphenyl)acetate

7-acetoxy-3-(2-acetoxy-4-methoxy-phenyl)-chromen-2-one

Downstream raw materials:

3-hydroxy-9-methoxy-6H-benzofuro[3,2-c]chromen-6-one