64838-30-8

Basic information

• Product Name: 4H-1-Benzopyran-4-one, 2,3-dihydro-2-(2-phenylethyl)-
• CAS NO: 64838-30-8
• Molecular Formula: C17H16O2
• Molecular Weight: 252.313
• Mol File: 64838-30-8.mol

Chemical Properties

• CAS DataBase Reference: 4H-1-Benzopyran-4-one, 2,3-dihydro-2-(2-phenylethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-1-Benzopyran-4-one, 2,3-dihydro-2-(2-phenylethyl)-(64838-30-8)
• EPA Substance Registry System: 4H-1-Benzopyran-4-one, 2,3-dihydro-2-(2-phenylethyl)-(64838-30-8)

Safety Data

• Hazardous Substances Data: 64838-30-8(Hazardous Substances Data)

Upstream product

• 60068-17-9 trimethyl<2-<1-<(trimethylsilyl)oxy>ethenyl>phenoxy>silane 
• 3277-89-2 phenethylmagnesium bromide 
• 491-38-3 1-benzopyran-4(4H)-one 
• 104-55-2 3-phenyl-propenal 
• 16939-57-4 (E)-buta-1,3-dienylbenzene 
• 90-02-8 salicylaldehyde 
• 104-53-0 3-phenyl-propionaldehyde 
• 118-93-4 o-hydroxyacetophenone 
• 130984-33-7 3-hydroxy-1-(2-hydroxyphenyl)-5-phenyl-1-pentanone 

Relevant articles and documents

Rhodium-Catalyzed Annulations of 1,3-Dienes and Salicylaldehydes/2-Hydroxybenzyl Alcohols Promoted by 2-Ethylacrolein

A rhodium-catalyzed 2-ethylacrolein-promoted protocol enables the annulation reactions of 1,3-dienes with either salicylaldehydes or 2-hydroxybenzyl alcohols leading to 2-alkylchroman-4-ones with high regioselectivity. This research highlights the use of 2-ethylacrolein which probably serves as a tool of bidentate coordination to rhodium intermediates. Mechanistic studies reveal that the transformation proceeds through the 1,4-hydroacylation pathway to access unsaturated linear ketones with subsequent oxo-Michael addition. (Figure presented.).

Metal-free oxidative decarbonylative alkylation of chromones using aliphatic aldehydes

A decarbonylative alkylation of chromones via radical conjugate addition under metal-free conditions was developed using aliphatic aldehydes as alkylating reagents. A series of 2-tertiary, secondary, and even primary alkylated chromanones were obtained in moderate to excellent yields.

An efficient procedure for the preparation of natural products bearing the 2-(2-phenylethyl)chromone skeleton

Several 2-(2-phenylethyl)chromones have been shown to possess neuroprotective activity. However, limited synthetic methods have been disclosed to construct the 2-(2-phenylethyl)chromone skeleton. Herein, we report a straightforward 3-step preparation of f

Catalytic asymmetric conjugate addition of Grignard reagents to chromones

A highly regio- and enantioselective copper catalysed direct conjugate addition of Grignard reagents to chromones has been developed taking advantage of the reduced reactivity of the resulting magnesium enolates. This methodology tolerates a broad scope of alkyl Grignards including secondary alkyl magnesium reagents as well as functionalised chromones.

Synthesen und Umsetzungen von 4-Chromanonen

Zahlreiche Naturstoffe wie die pflanzlichen Insektizide Rotenon und Ageratochromen (Precocen), einige fungitoxische Phytoalexine, Inhaltsstoffe des Haschischs, Vitamin E und Bluetenfarbstoffe enthalten das Chromangeruest.Vor mehreren Jahren fanden wir einen besonders einfachen Zugang zu dieser Heterocyclen-Klasse: Die Kondensation von o-Hydroxyacetophenonen mit aliphatischen Aldehyden und Ketonen in Gegenwart von Pyrrolidin fuehrt in guten Ausbeuten zu 4-Chromanonen.Diese Synthese zeichnet sich durch einen breiten Anwendungsbereich aus; die Tabellen vermitteln einen Eindruck von der Fuelle und Vielfalt der Substituenten.Untypisch verlaeuft die Umsetzung von O-Hydroxyacetophenonen z.B. mit Glyoxylsaeure oder mit α,β-ungesaettigten Ketonen.Die zum groesseren Teil neuen Chromanone koennen unter anderem zur Herstellung von Chromonen, Chromenen und Chromanen sowie zum Aufbau von Tricyclen und hoeheren Ringsystemen verwendet werden.