rac-2-Methyl-4-phenyl-4H-pyrano[3,2-c]benzopyran-5-one

Base Information

• Chemical Name: rac-2-Methyl-4-phenyl-4H-pyrano[3,2-c]benzopyran-5-one
• CAS No.: 15151-14-1
• Molecular Formula: C19H14O3
• Molecular Weight: 290.318
• Mol file: 15151-14-1.mol

Synonyms:rac-2-Methyl-4-phenyl-4H-pyrano[3,2-c]benzopyran-5-one;2-Methyl-4-phenyl-4H,5H-pyrano[3,2-c][1]benzopyran-5-one;2-Methyl-4-phenyl-5-oxo-γ-pyrano[3,2-c][1]benzopyran

Chemical Property of rac-2-Methyl-4-phenyl-4H-pyrano[3,2-c]benzopyran-5-one

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 497.226°C at 760 mmHg
• Flash Point: 215.067°C
• PSA: 39.44000
• Density: 1.302g/cm³
• LogP: 4.22110

Purity/Quality:

97% ^*data from raw suppliers

rac-2-Methyl-4-phenyl-4H-pyrano[3,2-c]benzopyran-5-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate in the preparation of Warfarin metabolites

Technology Process of rac-2-Methyl-4-phenyl-4H-pyrano[3,2-c]benzopyran-5-one

There total 8 articles about rac-2-Methyl-4-phenyl-4H-pyrano[3,2-c]benzopyran-5-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: 90.0%

4-hydroxy[1]benzopyran-2-one (1076-38-6,92395-12-5) + benzaldehyde (100-52-7) + acetone (67-64-1) → 2-methyl-4-phenylpyrano[3,2-c]chromen-5(4H)-one (15151-14-1)

Guidance literature:

With potassium fluoride on clinoptilolite nanoparticle; In neat (no solvent); at 50 ℃; for 0.166667h; Green chemistry;

DOI:10.1002/jccs.201800282

Reference yield: 86.0%

4-hydroxy[1]benzopyran-2-one (1076-38-6,92395-12-5) + 1-Phenylbut-1-en-3-one (122-57-6) → 2-methyl-4-phenylpyrano[3,2-c]chromen-5(4H)-one (15151-14-1)

Guidance literature:

With gold(III) chloride; silver trifluoromethanesulfonate; In toluene; for 6h; regioselective reaction; Reflux; Inert atmosphere;

DOI:10.1021/jo201342m

Reference yield: 82.0%

3H-chromene-2,4-dione (4438-85-1) + 1-phenylbut-2-yn-1-ol (32398-66-6) → 2-methyl-4-phenylpyrano[3,2-c]chromen-5(4H)-one (15151-14-1) + 1-Phenylbut-1-en-3-one (122-57-6)

Guidance literature:

With C₂₄H₂₀N₂O₄Ru; trifluoroacetic acid; In toluene; at 100 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.10.053

upstream raw materials:

perchloric acid

pyranocoumarin

acetic anhydride

2-ethanoylwarfarin

Refernces

• 1、 Sharifi, Samanehsadat,Maghsoudlou, Malek Taher,Hazeri, Nourallah,Rostami-Charati, Faramarz. "KF/clinoptilolite nanoparticles as a novel catalyst for the green synthesis of chromens using three component reactions of 4-hydroxycoumarins: Study of antioxidant activity". . p. 1347 - 1355. Retrieved 2019/04/10.
• 2、 Gohain, Mukut,Van Tonder, Johannes H.,Bezuidenhoudt, Barend C.B.. "Bi(OTf)3-catalyzed solvent-free synthesis of pyrano[3,2-c]coumarins through a tandem addition/annulation reaction between chalcones and 4-hydroxycoumarins". . p. 3773 - 3776. Retrieved 2013/07/11.