3-(2-Hydroxy-4-methoxyphenyl)-2H-1-benzopyran-2-one

Base Information

• Chemical Name: 3-(2-Hydroxy-4-methoxyphenyl)-2H-1-benzopyran-2-one
• CAS No.: 60678-59-3
• Molecular Formula: C₁₆H₁₂O₄
• Molecular Weight: 268.269
• DSSTox Substance ID: DTXSID201225360
• Mol file: 60678-59-3.mol

Synonyms:3-(2-Hydroxy-4-methoxyphenyl)-2H-1-benzopyran-2-one;DTXSID201225360;60678-59-3

Chemical Property of 3-(2-Hydroxy-4-methoxyphenyl)-2H-1-benzopyran-2-one

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 268.07355886
• Heavy Atom Count: 20
• Complexity: 403

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)C2=CC3=CC=CC=C3OC2=O)O

Technology Process of 3-(2-Hydroxy-4-methoxyphenyl)-2H-1-benzopyran-2-one

There total 3 articles about 3-(2-Hydroxy-4-methoxyphenyl)-2H-1-benzopyran-2-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: 80.0%

2-(2-hydroxy-4-methoxyphenyl)acetic acid (20503-09-7) + salicylaldehyde (90-02-8) → 3-(2-hydroxy-4-methoxyphenyl)-2H-chromen-2-one (60678-59-3)

Guidance literature:

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

DOI:10.1016/j.tet.2017.07.057

Reference yield: 60.0%

3-(4-methoxyphenyl)coumarin (23000-33-1) → 3-(2-hydroxy-4-methoxyphenyl)-2H-chromen-2-one (60678-59-3)

Guidance literature:

With dipotassium peroxodisulfate; palladium diacetate; In trifluoroacetic acid; at 90 ℃; for 1h; regioselective reaction;

DOI:10.1021/acs.joc.1c01097

Reference yield:

→ 3-(2-hydroxy-4-methoxyphenyl)-2H-chromen-2-one (60678-59-3)

Guidance literature:

o-Hydroxybenzaldehyd, 2-Hydroxy-4-methoxyphenylessigsaeure;

DOI:10.1246/bcsj.49.1955

upstream raw materials:

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

salicylaldehyde

3-(4-methoxyphenyl)coumarin