56146-87-3

Basic information

• Product Name: Benzenepropanamide, N-(1-methylethyl)-
• Synonyms: N-isopropyl-3-phenylpropanamide;3-phenyl-N-propan-2-ylpropanamide;Benzenepropanamide, N-(1-methylethyl)-
• CAS NO: 56146-87-3
• Molecular Formula: C₁₂H₁₇NO
• Molecular Weight: 191.27
• Mol File: 56146-87-3.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzenepropanamide, N-(1-methylethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanamide, N-(1-methylethyl)-(56146-87-3)
• EPA Substance Registry System: Benzenepropanamide, N-(1-methylethyl)-(56146-87-3)

Safety Data

• Hazardous Substances Data: 56146-87-3(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 81171-31-5 [2-Chloro-1-methyl-2-phenyl-eth-(E)-ylidene]-isopropyl-amine 
• 124-41-4 sodium methylate 
• 81256-36-2 N-Isopropyl-N-methyl-3-phenyl-propionamide 
• 2210-25-5 N-Isopropylacrylamide 
• 780-69-8 triethoxyphenylsilane 
• 87377-86-4 4-Nitro-1-phenyl-hexan-3-one 
• 75-31-0 isopropylamine 
• 645-45-4 hydrocinnamic acid chloride 
• 691000-60-9 C₁₂H₁₄BF₂NO₂ 
• 103-25-3 3-phenylpropanoic acid methyl ester 
• 1187092-68-7 1-(2-methylaziridin-1-yl)-3-phenylpropan-1-one 
• 90878-19-6 phenethylmagnesium chloride 
• 1795-48-8 Isopropyl isocyanate 

Downstream Products

• 103818-68-4 N-isopropyl-3-phenylbutanamide 
• 87462-11-1 N-isopropyl-3-phenylpropan-1-amine 
• 13133-96-5 4-hydroxy-4-methyl-3-phenylpentanoic acid γ-lactone 
• 178382-42-8 1-isopropyl-4-phenyl-3-pyrrolin-2-one 

Relevant articles and documents

A Practical and General Amidation Method from Isocyanates Enabled by Flow Technology

The addition of carbon nucleophiles to isocyanates represents a conceptually flexible and efficient approach to the preparation of amides. This general synthetic strategy has, however, been relatively underutilized owing to narrow substrate tolerance and the requirement for less favourable reaction conditions. Herein, we disclose a high-yielding, mass-efficient, and scalable method with appreciable functional group tolerance for the formation of amides by reaction of Grignard reagents with isocyanates. Through the application of flow chemistry and the use of substoichiometric amounts of CuBr2, this process has been developed to encompass a broad range of substrates, including reactants found to be incompatible with previously published procedures.

Pseudomonas stutzeri lipase: A useful biocatalyst for aminolysis reactions

The use of Pseudomonas stutzeri lipase (PSL) as a biocatalyst for aminolysis reactions with bulky substrates has been investigated. PSL compared favorably to Novozym 435 (immobilized Candida antarctica lipase B, NOV435) in the aminolysis of various bulky methyl esters and amines. While NOV435 demonstrated a higher rate of aminolysis with methyl 2-phenylpropionic acid as the acyl donor, PSL outperformed NOV435 with secondary amines as the nucleophile. Methanol inhibition and a low affinity for bulky acyl donors were found to be the two main reasons for relatively low rates in the PSL-catalyzed aminolysis reactions. It was demonstrated that the use of molsieve 4A had a significant effect on the aminolysis rate and amide yield, since it enabled the effective removal of the inhibiting methanol from the reaction mixture.

Practical access to amines by platinum-catalyzed reduction of carboxamides with hydrosilanes: Synergy of dual Si-H groups leads to high efficiency and selectivity

The synergetic effect of two Si-H groups leads to efficient reduction of carboxamides to amines by platinum catalysts under mild conditions. The rate of the reaction is dependent on the distance of two Si-H groups; 1,1,3,3-tetramethyldisiloxane (TMDS) and 1,2-bis(dimethylsilyl)benzene are found to be an effective reducing reagent. The reduction of amides having other reducible functional groups such as NO2, CO2R, CN, CdC, Cl, and Br moieties proceeds with these groups remaining intact, providing a reliable method for the access to functionalized amine derivatives. The platinum-catalyzed reduction of amides with polymethylhydrosiloxane (PMHS) also proceeds under mild conditions. The reaction is accompanied by automatic removal of both platinum and silicon wastes as insoluble silicone resin, and the product is obtained by simple extraction. A mechanism involving double oxidative addition of TMDS to a platinum center is discussed.