133950-89-7

Basic information

• Product Name: N-(2,2-dimethoxyethyl)-3-phenylpropanamide
• Synonyms: N-(2,2-dimethoxyethyl)-3-phenylpropanamide
• CAS NO: 133950-89-7
• Molecular Weight: 237.299
• Mol File: 133950-89-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: N-(2,2-dimethoxyethyl)-3-phenylpropanamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2,2-dimethoxyethyl)-3-phenylpropanamide(133950-89-7)
• EPA Substance Registry System: N-(2,2-dimethoxyethyl)-3-phenylpropanamide(133950-89-7)

Safety Data

• Hazardous Substances Data: 133950-89-7(Hazardous Substances Data)

Upstream product

• 22483-09-6 2,2-dimethoxyethylamine 
• 501-52-0 3-Phenylpropionic acid 
• 645-45-4 hydrocinnamic acid chloride 

Downstream Products

• 133950-83-1 N-(2-oxoethyl)-3-phenylpropanamide 
• 104489-48-7 1-(3-phenyl-propyl)-1,3-dihydro-imidazole-2-thione 
• 775343-47-0 (3-phenyl-propylamino)-acetaldehyde dimethylacetal 

Relevant articles and documents

α-Amidoaldehydes as Substrates in Rhodium-Catalyzed Intermolecular Alkyne Hydroacylation: The Synthesis of α-Amidoketones

We show that readily available α-amidoaldehydes are effective substrates for intermolecular Rh-catalyzed alkyne hydroacylation reactions. The catalyst [Rh(dppe)(C6H5F)][BArF4] provides good reactivity, and allows a broad range of aldehydes and alkynes to be used as substrates, delivering α-amidoketone products. High yields and high levels of regioselectivity are achieved. The use of α-amidoaldehydes as substrates establishes that 1,4-dicarbonyl motifs can be used as controlling groups in Rh-catalyzed hydroacylation reactions.

Water solvent method for esterification and amide formation between acid chlorides and alcohols promoted by combined catalytic amines: Synergy between N-methylimidazole and N,N,N′,N′-tetramethylethylenediamine (TMEDA)

An efficient method for esterification between acid chlorides and alcohols in water as solvent has been developed by combining the catalytic amines, N-methylimidazole and N,N,N′,N′-tetramethylethylenediamine (TMEDA). The present Schotten-Baumann-type reaction was performed by maintaining the pH at around 11.5 using a pH controller to prevent the decomposition of acid chlorides and/or esters and to facilitate the condensation. The choice of catalysts (0.1 equiv.) was crucial: the combined use of N-methylimidazole and TMEDA exhibited a dramatic synergistic effect. The catalytic amines have two different roles: (i) N-methylimidazole forms highly reactive ammonium intermediates with acid chlorides and (ii) TMEDA acts as an effective HCl binder. The production of these intermediates was rationally supported by a careful 1H NMR monitoring study. Related amide formation was also achieved between acid chlorides and primary or secondary amines, including less nucleophilic or water-soluble amines such as 2-(or 4-)chloroaniline, the Weinreb N-methoxyamine, and 2,2-dimethoxyethanamine.