27364-71-2

Basic information

• Product Name: Ethanone, 1-[2,4,6-trihydroxy-3-(3-methyl-2-butenyl)phenyl]-
• Synonyms: dimethylallylphloracetophenone;1-[2,4,6-Trihydroxy-3-(3-methyl-but-2-enyl)-phenyl]-aethanon;Ethanone,1-[2,4,6-trihydroxy-3-(3-methyl-2-butenyl)phenyl];1-[2,4,6-trihydroxy-3-(3-methyl-but-2-enyl)-phenyl]-ethanone;3'-prenyl-2',4',6'-trihydroxyacetophenone;6-O-demethylacronylin;2,4,6-trihydroxy-3-(3,3-dimethylallyl)acetophenone;1-acetyl-3-<3',3'-dimethylallyl-(1')>-phloroglucinol
• CAS NO: 27364-71-2
• Molecular Formula: C13H16O4
• Molecular Weight: 236.268
• Mol File: 27364-71-2.mol
• Article Data: 22

Chemical Properties

• Melting Point: 172 °C
• Boiling Point: 390.9±42.0 °C(Predicted)
• Density: 1.230±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Ethanone, 1-[2,4,6-trihydroxy-3-(3-methyl-2-butenyl)phenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-[2,4,6-trihydroxy-3-(3-methyl-2-butenyl)phenyl]-(27364-71-2)
• EPA Substance Registry System: Ethanone, 1-[2,4,6-trihydroxy-3-(3-methyl-2-butenyl)phenyl]-(27364-71-2)

Safety Data

• Hazardous Substances Data: 27364-71-2(Hazardous Substances Data)

Usage

Preparation

Preparation from 2,4-dihydroxy-6-methoxy-5- iso-pentenylacetophenone (Acronylin) by demethylation with aluminium chloride in refluxing benzene.

Upstream product

• 480-66-0 2,4,6-trihydroxyacetophenone 
• 870-63-3 prenyl bromide 
• 358-72-5 dimethylallyl diphosphate 
• 503-60-6 3,3-dimethyl-allyl chloride 
• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 556-82-1 3-methyl-2-buten-1-ol 
• 108-73-6 3,5-dihydroxyphenol 
• 90632-20-5 1-[6-hydroxy-2,4-bis(methoxymethoxy)-3-(3-methylbut-2-en-1-yl)phenyl]ethanone 
• 115-18-4 2-methyl-3-buten-2-ol 

Downstream Products

• 30403-01-1 1-[2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-enyl)phenyl]ethanone 
• 33523-62-5 1-(2’-hydroxy-4’,6’-dimethoxy-3’-(3’’-methyl-2’’-buten-1’’-yl)phenyl)ethanone 
• 77179-30-7 1-(2,6-dihydroxy-4-methoxy-3-(3-methylbut-2-en-1-yl)phenyl)ethan-1-one 
• 101253-53-6 3-(γ,γ-Dimethyl-allyl)-phloracetophenon-2,4,6-trimethylether 
• 84092-45-5 2',4'-bis(methoxymethoxy)-5'-(3,3-dimethylallyl)-6'-hydroxyacetophenone 
• 1174035-58-5 (2Z)-4,6-bis(methoxymethoxy)-2-[4-(methoxymethoxy)benzylidene]-7-(3-methylbut-2-en-1-yl)-1-benzofuran-3(2H)-one 
• 84092-46-6 2-hydroxy-4,4',6-tri(methoxymethoxy)-3-(3,3-dimethylallyl)chalcone 
• 1632152-52-3 (E)-5,7-dimethoxy-8-(3-methylbut-2-en-1-yl)-2-styryl-4H-chromen-4-one 
• 1632152-53-4 C₂₅H₂₆O₅ 
• 1632152-55-6 C₂₆H₂₈O₆ 
• 1632152-57-8 (E)-5-hydroxy-8,8-dimethyl-2-styryl-9,10-dihydropyrano[2,3-f]chromen-4(8H)-one 
• 1632152-58-9 (E)-5-hydroxy-2-(4-hydroxystyryl)-8,8-dimethyl-9,10-dihydropyrano[2,3-f]chromen-4(8H)-one 
• 1632152-59-0 C₂₂H₂₀O₆ 
• 1632152-46-5 C₂₄H₂₆O₅ 

Relevant articles and documents

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Convenient and efficient total synthesis method for icaritin and derivatives of icaritin

The invention belongs to the field of natural medicine synthesis and particularly relates to a convenient and efficient total synthesis method for icaritin and derivatives of icaritin. The specific technical scheme is as follows: 2'-hydroxyacetophenone and benzaldehyde are used as raw materials, firstly, isopentene groups are introduced in aromatic rings of raw materials under the catalysis of anorganic polyacid metal ion complex, a flavonol framework is constructed under mild and green conditions, and an isopentenyl flavone compound comprising the icaritin and derivatives of icaritin is further synthesized. The method effectively overcomes the limitation of poor substrate solubility and poor regioselectivity when flavone is constructed firstly and then isopentene groups are introduced, the problems of frequent introduction and removal of protecting groups in a conventional isopentenylation method are solved, and the synthesis route is greatly simplified; and meanwhile, the problems of complex products and more byproducts in an isopentene group rearrangement method are solved. The total synthesis method provided by the invention is mild in condition, convenient to operate, high intotal yield and suitable for mass production of the isopentenyl flavone compound.