764718-04-9

Basic information

• Product Name: 2-Pyrrolidinone,1-(3-hydroxypropyl)-5-methyl-(9CI)
• Synonyms: 2-Pyrrolidinone,1-(3-hydroxypropyl)-5-methyl-(9CI);1-(3-hydroxypropyl)-5-Methyl-2-Pyrrolidinone
• CAS NO: 764718-04-9
• Molecular Formula: C8H15NO2
• Molecular Weight: 157.2102
• Product Categories: AMINETERTIARY
• Mol File: 764718-04-9.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Pyrrolidinone,1-(3-hydroxypropyl)-5-methyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyrrolidinone,1-(3-hydroxypropyl)-5-methyl-(9CI)(764718-04-9)
• EPA Substance Registry System: 2-Pyrrolidinone,1-(3-hydroxypropyl)-5-methyl-(9CI)(764718-04-9)

Safety Data

• Hazardous Substances Data: 764718-04-9(Hazardous Substances Data)

Upstream product

• 123-76-2 levulinic acid 
• 156-87-6 propan-1-ol-3-amine 
• 539-88-8 4-oxopentanoic acid ethyl ester 

Relevant articles and documents

Ambient Reductive Amination of Levulinic Acid to Pyrrolidones over Pt Nanocatalysts on Porous TiO2 Nanosheets

Construction of N-substituted pyrrolidones from biomass-derived levulinic acid (LA) via reductive amination is a highly attractive route for biomass valorization. However, realizing this transformation using H2 as the hydrogen source under mild conditions is still very challenging. Herein, we designed porous TiO2 nanosheets-supported Pt nanoparticles (Pt/P-TiO2) as the heterogeneous catalyst. The prepared Pt/P-TiO2 was highly efficient for reductive amination of LA to produce various N-substituted pyrrolidones (34 examples) at ambient temperature and H2 pressure. Meanwhile, Pt/P-TiO2 showed good applicability for reductive amination of levulinic esters, 4-acetylbutyric acid, 2-acetylbenzoic acid, and 2-carboxybenzaldehyde. Systematic studies indicated that the strong acidity of P-TiO2 and the lower electron density of the Pt sites as well as the porous structure resulted in the excellent activity of Pt/P-TiO2.

Chemicals from Biomass: Chemoselective Reductive Amination of Ethyl Levulinate with Amines

N-substituted-5-methyl-2-piyrrolidones have been obtained by reductive amination of ethyl levulinate with amines in the presence of H2 as reducing agent under solvent-free conditions. The process involves as a first step the formation of an imine intermediate followed by hydrogenation of the imine group and subsequent cyclization into pyrrolidone. Pt/TiO2 with Pt crystal faces decorated with TiOx is a very active and chemoselective catalyst, being possible to achieve high conversion and selectivity to the corresponding N-substituted-5-methyl-2-pyrrolidones even when other groups susceptible of hydrogenation such as vinyl, carbonyl, or cyano groups are present in the amine moiety. A kinetic study showed that the reaction-controlling step is the formation of the imine intermediate. The rate of formation is enhanced by the presence of protonic acid sites generated on the support by hydrogen dissociation on the metal, resulting in a true bifunctional catalyst for the reaction.