2-phenyl-3-benzoyloxy-4-oxo-4H-1-benzopyran

Base Information

• Chemical Name: 2-phenyl-3-benzoyloxy-4-oxo-4H-1-benzopyran
• CAS No.: 22812-29-9
• Molecular Formula: C₂₂H₁₄O₄
• Molecular Weight: 342.351
• Mol file: 22812-29-9.mol

Synonyms:2-phenyl-3-benzoyloxy-4-oxo-4H-1-benzopyran

Chemical Property of 2-phenyl-3-benzoyloxy-4-oxo-4H-1-benzopyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 2-phenyl-3-benzoyloxy-4-oxo-4H-1-benzopyran

There total 15 articles about 2-phenyl-3-benzoyloxy-4-oxo-4H-1-benzopyran 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: 96.0%

3-hydroxyflavone (577-85-5,66585-05-5) + benzoyl chloride (98-88-4) → 2-phenyl-3-benzoyloxy-4-oxo-4H-1-benzopyran (22812-29-9)

Guidance literature:

With 18-crown-6 ether; potassium hydroxide; In dichloromethane; water; toluene; at 20 ℃; for 0.0833333h;

DOI:10.1055/s-0030-1260034

Reference yield:

Benzoic acid 1-benzoyl-2-(2-hydroxy-phenyl)-2-oxo-ethyl ester (25289-43-4) → 2-phenyl-3-benzoyloxy-4-oxo-4H-1-benzopyran (22812-29-9)

Guidance literature:

With sulfuric acid; In acetic acid; at 60 ℃; for 1.5h;

DOI:10.1021/jo990735q

Reference yield:

2-acetylphenyl benzoate (4010-33-7) → 2-phenyl-3-benzoyloxy-4-oxo-4H-1-benzopyran (22812-29-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / phenyltrimethylammonium tribromide / tetrahydrofuran / 6 h / 20 °C

2: 84 percent / acetonitrile / 48 h / 20 °C

3: NaH / tetrahydrofuran / 1.5 h / Heating

4: 150 mg / H₂SO₄ / acetic acid / 1.5 h / 60 °C

With sulfuric acid; phenyltrimethylammonium tribromide; sodium hydride; In tetrahydrofuran; acetic acid; acetonitrile; 1: Bromination / 2: Substitution / 3: Baker-Venkataraman rearrangement / 4: Cyclization;

DOI:10.1021/jo990735q

upstream raw materials:

2-phenyl-chroman-3,4-dione

Benzoic acid 1-benzoyl-2-(2-hydroxy-phenyl)-2-oxo-ethyl ester

2-acetylphenyl benzoate

2'-benzyloxy-2-bromo-acetophenone

Downstream raw materials:

3-hydroxyflavone

Refernces

• 1、 Jayashree,Thejaswini,Nayak, Yogendra,Kumar, D. Vijay. "Synthesis of novel flavone acyl esters and correlation of log P value with antioxidant and antimicrobial activity". experimental part. p. 1055 - 1066. Retrieved 2012/03/26.