54639-03-1

Basic information

• Product Name: Benzenepropanamide, a-hydroxy-N-methyl-
• CAS NO: 54639-03-1
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.219
• Mol File: 54639-03-1.mol

Chemical Properties

• CAS DataBase Reference: Benzenepropanamide, a-hydroxy-N-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanamide, a-hydroxy-N-methyl-(54639-03-1)
• EPA Substance Registry System: Benzenepropanamide, a-hydroxy-N-methyl-(54639-03-1)

Safety Data

• Hazardous Substances Data: 54639-03-1(Hazardous Substances Data)

Upstream product

• 623-11-0 1-methyl-4-nitrosobenzene 
• 24433-97-4 N-(2-hydroxy-3-phenyl-propionyl)-N'-methyl-urea 
• 122-78-1 phenylacetaldehyde 
• 141694-29-3 N-Methoxy-N-methyl-α-oxobenzenepropanamide 

Relevant articles and documents

Ru-catalyzed highly enantioselective hydrogenation of α-keto Weinreb amides

Asymmetric hydrogenation of α-keto Weinreb amides has been realized with [Ru((S)-Sunphos)(benzene)Cl]Cl as the catalyst and CeCl3· 7H2O as the additive. A series of enantiopure α-hydroxy Weinreb amides (up to 97% ee) have been obtained. Catalytic amount of CeCl 3·7H2O is essential for the high reactivity and enantioselectivity and the ratio of CeCl3·7H2O to [Ru((S)-Sunphos)(benzene)Cl]Cl plays an important role in the hydrogenation reaction.

Unusual reductive cleavage of 3-aryl-2,3-epoxyamides by using samarium diiodide. Synthesis of 3-aryl-3-deuterio-2-hydroxyamides with total regioselectivity

Ring-opening of 3-aryl-2,3-epoxyamides 1 was achieved by using samarium diiodide and D2O, yielding 3-aryl-3-deuterio-2-hydroxyamides 2 with total regioselectivity. The starting compounds 1 were easily prepared by reaction of the corresponding lithium or potassium enolates of α-chloroamides with aldehydes or ketones. When the reaction was carried out in the presence of H2O instead of D2O, the corresponding 3-aryl-2-hydroxyamides were isolated. The treatment of enantiopure 3-aryl-2,3-epoxyamides afforded optically active 3-aryl-2-hydroxyamides.

155. N-Methyl-C-(trichlortitanio)formimidoylchlorid. Ein effizientes Reagenz zur Homologisierung von Aldehyden und Ketonen zu α-Hydroxy-carbonsaeureamiden

The known title compound 6 formed by addition of titanium tetrachloride to methyl isocyanide in methylene chloride adds to the carbonyl group of aldehydes and ketones.The adducts 7 are hydrolized to N-methyl-α-hydroxycarboxamides 8 which are (from ketones) or are not branched (from aldehydes) in the α-position.The yields in this new modification of the Passerini reaction are near 90percent, also with readily enolized ketones such as acetone and acetophenone.In contrast to the previously used organotitanium reagents of the type RTiX3, the preparation of the reagent 6 does not require any Li-, Mg- or Zn-derivative as a precursor.