3260-49-9

Basic information

• Product Name: 4,6-dihydroxybenzofuran-3-one
• Synonyms: 4,6-dihydroxybenzofuran-3-one;4,6-Dihydroxy-3-benzofuranone;4,6-Dihydroxy-3-coumaranone;4,6-Dihydroxybenzofuran-3(2H)-one;NSC 19025
• CAS NO: 3260-49-9
• Molecular Formula: C₈H₆O₄
• Molecular Weight: 166.13084
• Mol File: 3260-49-9.mol

Chemical Properties

• Melting Point: 260℃
• Boiling Point: 429.4°Cat760mmHg
• Flash Point: 187.4°C
• Appearance: /
• Density: 1.614±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 5.62E-08mmHg at 25°C
• Refractive Index: 1.689
• PKA: 7.43±0.20(Predicted)
• CAS DataBase Reference: 4,6-dihydroxybenzofuran-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4,6-dihydroxybenzofuran-3-one(3260-49-9)
• EPA Substance Registry System: 4,6-dihydroxybenzofuran-3-one(3260-49-9)

Safety Data

• Hazardous Substances Data: 3260-49-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
4,6-Dihydroxybenzofuran-3-one is used as an intermediate in the synthesis of Diosmetin 3',7-Diglucuronide-d3 (D485042), a labelled Diosmetin 3',7-Diglucuronide (D485040). 4,6-dihydroxybenzofuran-3-one is a metabolite of Diosmetin (D485000), a flavonoid that is commonly used in the treatment of chronic venous insufficiency, hemorrhoids, and related conditions. The role of 4,6-dihydroxybenzofuran-3-one in this process is to facilitate the production of these therapeutic compounds, thereby contributing to their medicinal applications.

InChI:InChI=1/C8H6O4/c9-4-1-5(10)8-6(11)3-12-7(8)2-4/h1-2,9-10H,3H2

Upstream product

• 2524-37-0 ethyl orselinate 

Downstream Products

• 38216-53-4 (Z)-2-benzylidene-4,6-dihydroxybenzofuran-3(2H)-one 
• 23046-01-7 (Z)-2-(3,4-dimethoxybenzylidene)-4,6-dihydroxybenzofuran-3(2H)-one 
• 480-70-6 aureusidin 
• 4225-35-8 4,6-dimethoxycoumaranone 
• 207743-58-6 2,3,6,8-tetrahydroxybenzofuro[3,2-b][1]benzopyrylium chloride 
• 1198274-81-5 (2Z)-4,6-dihydroxy-2-[(1-methyl-4-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl)methylene]-1-benzofuran-3(2H)-one 
• 1200527-60-1 4,6-dihydroxy-2-[(5-methoxy-2-phenyl-1H-indol-3-yl)methylene]-1-benzofuran-3(2H)-one 
• 1228017-19-3 C₂₃H₁₄FNO₄ 
• 1228017-20-6 C₂₃H₁₄ClNO₄ 
• 1200527-86-1 4,6-dihydroxy-2-[(2-phenyl-1H-indol-3-yl)methylene]-1-benzofuran-3(2H)-one 
• 1200527-88-3 4,6-dihydroxy-2-[(1-methyl-2-phenyl-1H-indol-3-yl)methylene]-1-benzofuran-3(2H)-one 
• 1200528-80-8 2-{[5-(benzyloxy)-1H-indol-3-yl]methylene}-4,6-dihydroxy-1-benzofuran-3(2H)-one 
• 1200535-90-5 (2Z)-4,6-dihydroxy-2-{[4-(4-isopropoxyphenyl)-1-methyl-1H-indol-3-yl]methylene}-1-benzofuran-3(2H)-one 
• 1200536-84-0 (2Z)-4-hydroxy-2-[(1-methyl-4-phenyl-1H-indol-3-yl)methylene]-1-benzofuran-3(2H)-one 

Relevant articles and documents

Preparation of 4,6,3',4'-tetrasubstituted aurones via aluminium oxide-catalyzed condensation

4,6,3',4'-Tetrasubstituted aurones were prepared by a protection- deprotection route with an alumina-catalyzed condensation of 3(2H)-benzofuranones with substituted aldehydes as the key step. Aureusidin (6) was obtained by demethylation of 4,6,3',4'-tetramethoxyaurone (5), a natural product from Cyperus capitatus. 4,6,3',4'-Tetrabenzyloxyaurone (9) was converted in a one hydrogenation-deprotection step to dihydroaureusidin (10).

Non-lithiation route to naturally occuring 5,7-dimethoxyphthalide

A non-lithiation route has been described for the synthesis of naturally occurring 5,7-dimethoxyphthalide (10) starting from ethyl orsellinate (1) involving simple reactions and less expensive reagents.