86788-62-7

Basic information

• Product Name: (Z)-4-methoxy-2-(4-methoxybenzylidene)benzofuran-3(2H)-one
• Synonyms: (Z)-4-methoxy-2-(4-methoxybenzylidene)benzofuran-3(2H)-one
• CAS NO: 86788-62-7
• Molecular Weight: 282.296
• Mol File: 86788-62-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (Z)-4-methoxy-2-(4-methoxybenzylidene)benzofuran-3(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-4-methoxy-2-(4-methoxybenzylidene)benzofuran-3(2H)-one(86788-62-7)
• EPA Substance Registry System: (Z)-4-methoxy-2-(4-methoxybenzylidene)benzofuran-3(2H)-one(86788-62-7)

Safety Data

• Hazardous Substances Data: 86788-62-7(Hazardous Substances Data)

Upstream product

• 1338328-24-7 C₁₇H₁₄Br₂O₄ 
• 703-23-1 2'-hydroxy-6'-methoxyacetophenone 
• 123-11-5 4-methoxy-benzaldehyde 
• 105285-09-4 (E)-1-(2-hydroxy-6-methoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one 
• 1466-76-8 2-6-dimethoxybenzoic acid 
• 768-60-5 4-methoxyphenylacetylen 
• 123-08-0 4-hydroxy-benzaldehyde 
• 105285-08-3 2',6',4-trihydroxychalcone 
• 699-83-2 2,6-dihydroxylacetophenone 

Relevant articles and documents

Metal-free methodology for the preparation of sterically hindered alkynoylphenols and its application to the synthesis of flavones and aurones

A metal-free synthesis for the preparation of sterically demanding ortho-demethylated ynones from mixed anhydrides and potassium alkynyltrifluoroborate salts has been developed. The one-pot reaction proceeds rapidly in the presence of a Lewis acid without the exclusion of air and moisture. This method is advantageous in that it is operationally simple, proceeds under mild conditions, and has a broad substrate scope. 2,6-Dimethoxy substituted anhydrides afford the corresponding mono-demethylated ynone products in good yields. In particular, 2-hydroxy substituted ynone products are valuable synthetic intermediates because their conversion to biologically active natural product scaffolds is straightforward. Flavones were obtained via 6-endo cyclization of the o-alkynyoylphenol intermediates under acidic conditions. Cesium carbonate was found to promote rapid 5-exo cyclization to furnish aurone products.

Synthesis of 5-subsituted flavonols via the Algar-Flynn-Oyamada (AFO) reaction: The mechanistic implication

Herein, we report a synthetic method with improved selectivity for 5-substituted flavonols via the Algar-Flynn-Oyamada reaction (AFO), by using of sodium carbonate/hydrogen peroxide A series of 5-substituted flavonols was obtained with moderate to high yields. The mechanism of the AFO reaction was elucidated. LCMS analysis and in situ 1H NMR analysis indicated that the epoxide was involved in the transformation from chalcone to flavonol and/or aurone under alkaline base/peroxide conditions.

Debromination of aurone dibromide with sodium hydrogen sulphide

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