2H-1-Benzopyran-2-one, 4-(4-fluorophenyl)-7-hydroxy-

Base Information

• Chemical Name: 2H-1-Benzopyran-2-one, 4-(4-fluorophenyl)-7-hydroxy-
• CAS No.: 850881-86-6
• Molecular Formula: C15H9FO3
• Molecular Weight: 256.233
• Hs Code.: 2914390090
• Mol file: 850881-86-6.mol

Synonyms:2H-1-Benzopyran-2-one, 4-(4-fluorophenyl)-7-hydroxy-;4-(4-Fluorophenyl)-7-hydroxy-2H-1-benzopyran-2-one;4-(4-Fluoro-phenyl)-7-hydroxy-chromen-2-one;4-(4-Fluorophenyl)-7-hydroxy-2H-chromen-2-one;4-(4-Fluorophenyl)-7-hydroxycouMarin

Chemical Property of 2H-1-Benzopyran-2-one, 4-(4-fluorophenyl)-7-hydroxy-

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 280-281 °C
• Refractive Index: 1.647
• Boiling Point: 451.529 °C at 760 mmHg
• PKA: 7.71±0.20(Predicted)
• Flash Point: 226.877 °C
• PSA: 50.44000
• Density: 1.409 g/cm³
• LogP: 3.30470
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

4-(4-Fluorophenyl)-7-hydroxy-2H-chromen-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2H-1-Benzopyran-2-one, 4-(4-fluorophenyl)-7-hydroxy-

There total 5 articles about 2H-1-Benzopyran-2-one, 4-(4-fluorophenyl)-7-hydroxy- 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: 85.0%

ethyl 3-(4'-fluorophenyl)-3-oxopropionate (1999-00-4) + recorcinol (108-46-3) → 4-(4-fluorophenyl)-7-hydroxy-2H-chromen-2-one (850881-86-6)

Guidance literature:

With methanesulfonic acid; at 40 ℃; for 0.25h; Inert atmosphere; Large scale reaction;

DOI:10.1021/jo100561u

Reference yield: 79.0%

methyl 4-fluorobenzoyl acetate (63131-29-3) + recorcinol (108-46-3) → 4-(4-fluorophenyl)-7-hydroxy-2H-chromen-2-one (850881-86-6)

Guidance literature:

With hydrogenchloride; In methanol; at 0 - 20 ℃; for 15h;

DOI:10.1016/j.bmcl.2006.01.085

Reference yield: 70.0%

bis(4-fluorophenyl)iodonium triflate (732306-64-8) + ethyl 2,4-dihydroxycinnamate → 4-(4-fluorophenyl)-7-hydroxy-2H-chromen-2-one (850881-86-6)

Guidance literature:

With palladium diacetate; In N,N-dimethyl-formamide; at 80 ℃; for 3h; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.tetlet.2015.04.082

upstream raw materials:

methyl 4-fluorobenzoyl acetate

recorcinol

ethyl 3-(4'-fluorophenyl)-3-oxopropionate

bis(4-fluorophenyl)iodonium triflate

Downstream raw materials:

4-(4-fluorophenyl)-2-oxo-2H-chromen-7-yl trifluoromethanesulfonate

7-(4-bromobutoxy)-4-(4-fluorophenyl)-2H-chromen-2-one

7-(4-(4-(6-fluorobenzo[d]isoxazol-3-yl)piperidin-1-yl)butoxy)-4-(4-fluorophenyl)-2H-chromen-2-one

4-(4-fluoro-phenyl)-7-[3-fluoro-5-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethyl-ethyl)-phenylsulfanyl]-chromen-2-one

Refernces

• 1、 Yang, Yang,Han, Jianwei,Wu, Xunshen,Xu, Shujia,Wang, Limin. "Synthesis of 4-arylcoumarins via palladium-catalyzed arylation/cyclization of ortho-hydroxylcinnamates with diaryliodonium salts". supporting information. p. 3809 - 3812. Retrieved 2015/06/08.
• 2、 Gosselin, Francis,Britton, Robert A.,Davies, Ian W.,Dolman, Sarah J.,Gauvreau, Danny,Hoerrner, R. Scott,Hughes, Gregory,Janey, Jacob,Lau, Stephen,Molinaro, Carmela,Nadeau, Christian,Oshea, Paul D.,Palucki, Michael,Sidler, Rick. "A practical synthesis of 5-lipoxygenase inhibitor MK-0633". supporting information; experimental part. p. 4154 - 4160. Retrieved 2010/09/09.