130317-77-0

Basic information

• Product Name: (E)-N,N-dimethyl-3-(2-methoxyphenyl)prop-2-enamide
• Synonyms: (E)-N,N-dimethyl-3-(2-methoxyphenyl)prop-2-enamide
• CAS NO: 130317-77-0
• Molecular Weight: 205.257
• Mol File: 130317-77-0.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (E)-N,N-dimethyl-3-(2-methoxyphenyl)prop-2-enamide(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-N,N-dimethyl-3-(2-methoxyphenyl)prop-2-enamide(130317-77-0)
• EPA Substance Registry System: (E)-N,N-dimethyl-3-(2-methoxyphenyl)prop-2-enamide(130317-77-0)

Safety Data

• Hazardous Substances Data: 130317-77-0(Hazardous Substances Data)

Upstream product

• 135-02-4 ortho-anisaldehyde 
• 440357-42-6 N,N-dimethyl(triphenylsilyl)acetamide 
• 127-19-5 N,N-dimethyl acetamide 
• 90-02-8 salicylaldehyde 
• 616-38-6 carbonic acid dimethyl ester 
• 2680-03-7 N,N-Dimethylacrylamide 
• 612-16-8 (2-methoxyphenyl)methanol 
• 1011-54-7 2-methoxycinnamic acid 
• 68-12-2 N,N-dimethyl-formamide 
• 529-28-2 4-iodoanisol 

Relevant articles and documents

Visible-light-promoted oxidation/condensation of benzyl alcohols with dialkylacetamides to cinnamides

Oxidative cross-coupling reactions of benzyl alcohols with N,N-dialkylacetamides were developed only employing oxygen as the terminal oxidant, efficiently providing a new, novel protocol for the construction of multifunctionalized cinnamides with the synergistic effects of KOH, organic photocatalyst eosin Y, and visible light irradiation at room temperature. A broad substrate scope and mild reaction conditions are the prominent features of this transformation.

Oxidative coupling of Michael acceptors with aryl nucleophiles produced through rhodium-catalyzed C-C bond activation

Utilizing rhodium catalysis, aryl nucleophiles generated via carbon-carbon single bond activation successfully undergo oxidative coupling with Michael acceptors. The reaction scope encompasses a broad range of nucleophiles generated from quinolinyl ketones as well as a series of electron deficient terminal alkenes, illustrating the broad potential of intersecting carbon-carbon bond activation with synthetically useful coupling methodologies. The demonstrated oxidative coupling produces a range of cinnamyl derivatives, several of which are challenging to prepare via conventional routes.

Aldol condensation of amides using phosphazene-based catalysis

We have developed a new method for the direct aldol condensation of unactivated amides using 1,3,5-triazo-2,4,6-triphosphorine-2,2,4,4,6,6- hexachloride (TAPC)-based phosphorous/SO42- catalysis. The SO42- species in a reaction mixture enhances the reaction rate of the catalysis. In principle, no metal sources are required for the generation of the catalyst, and there is no requirement for the use of stoichiometric quantities of an acid or base. This catalyst system is operative under relatively acidic conditions. One major advantage of carrying out the reaction under acidic conditions is that both aldehydes and acetals are capable of undergoing carbon-carbon bond formation at the α-carbon of amide carbonyl groups through dehydration.