78589-68-1

Basic information

• Product Name: methyl 4-oxo-2-phenyl-4H-chromene-3-carboxylate
• Synonyms: methyl 4-oxo-2-phenyl-4H-chromene-3-carboxylate
• CAS NO: 78589-68-1
• Molecular Weight: 280.28
• Mol File: 78589-68-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: methyl 4-oxo-2-phenyl-4H-chromene-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4-oxo-2-phenyl-4H-chromene-3-carboxylate(78589-68-1)
• EPA Substance Registry System: methyl 4-oxo-2-phenyl-4H-chromene-3-carboxylate(78589-68-1)

Safety Data

• Hazardous Substances Data: 78589-68-1(Hazardous Substances Data)

Upstream product

• 16619-68-4 1-(2-hydroxyphenyl)-3-phenylprop-2-yn-1-one 
• 1607814-54-9 methyl 2-(3-phenylprop-2-ynoyl)phenyl carbonate 
• 1417564-38-5 C₁₇H₁₄O₄ 
• 100-52-7 benzaldehyde 
• 425686-45-9 methyl 3-(2-hydroxyphenyl)propiolate 
• 1002130-71-3 methyl 3-[2-(methoxymethoxy)phenyl]propiolate 
• 78589-61-4 Benzoic acid 2-[2-methoxycarbonyl-2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-phenyl ester 
• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 75-52-5 nitromethane 
• 67-56-1 methanol 
• 5153-67-3 nitrostyrene 

Downstream Products

• 77037-45-7 4-oxo-2-phenyl-4H-1-benzopyran-3-carboxylic acid 
• 19492-11-6 3-benzoyl-4-hydroxy-2H-chromen-2-one 

Relevant articles and documents

A concise total synthesis of biologically active frutinones via tributylphosphine-catalyzed tandem acyl transfer-cyclization

A concise and step-economical total synthesis of biologically active frutinones has been achieved. Tributylphosphine (PBu3) efficiently induced the tandem acyl transfer-cyclization of carbonates 5 to afford 3-methoxycarbonylflavone derivatives 4 in excellent yields. Finally, concomitant deprotection and lactonization under acidic conditions furnished the desired frutinones A (1a), B (1b), and the proposed structure of frutinone C (1c).

Alcohol mediated synthesis of 4-oxo-2-aryl-4H-chromene-3-carboxylate derivatives from 4-hydroxycoumarins

The unusual alcohol mediated formation of 4-oxo-2-aryl-4H-chromene-3- carboxylate (flavone-3-carboxylate) derivatives from 4-hydroxycoumarins and β-nitroalkenes in an alcoholic medium is described. The transformation occurs via the in situ formation of a Michael adduct, followed by the alkoxide ion mediated rearrangement of the intermediate. The effect of the different alcohol and nonalcohol media on the reaction was investigated.