86917-58-0

Usage

Uses

Used in Pharmaceutical Industry:
1,5-Dimethyl-2-piperidone is used as a key intermediate in the synthesis of various pharmaceuticals, contributing to the development of essential medications due to its chemical properties that facilitate the creation of complex molecular structures.
Used in Agrochemical Industry:
Similarly, in the agrochemical sector, 1,5-Dimethyl-2-piperidone is utilized as an intermediate, playing a crucial role in the production of compounds that protect crops and enhance agricultural productivity.
Used as a Solvent:
1,5-Dimethyl-2-piperidone is used as a solvent in the production of vitamins, antibiotics, and antihistamines. Its solvent properties make it suitable for facilitating reactions in the synthesis of these vital health-related compounds.
Used in Organic Synthesis:
As a reagent in organic synthesis, 1,5-Dimethyl-2-piperidone is employed for its ability to participate in a range of chemical reactions, aiding in the formation of new compounds with potential applications across various industries.
Used in Manufacturing of Industrial Chemicals:
Furthermore, 1,5-Dimethyl-2-piperidone serves as a precursor in the manufacturing of other industrial chemicals, underlining its importance in the broader chemical industry and contributing to the development of a diverse array of products.

InChI:InChI=1/C7H13NO/c1-6-3-4-7(9)8(2)5-6/h6H,3-5H2,1-2H3

Upstream product

• 74-89-5 methylamine 
• 695-35-2 1,3-dimethylpiperidine 

Relevant academic research and scientific papers

Optimization of an immobilized-cell biocatalyst for production of 4-cyanopentanoic acid

Optimization of microbial cell immobilization, catalyst specific activity, and volumetric productivity were required for scale-up of the nitrilase-catalyzed hydrolysis of 2-methylglutaronitrile to 4-cyanopentanoic acid, an intermediate in the preparation of 1,5-dimethyl-2-piperidone. As an alternative to the immobilization of Acidovorax facilis 72W cells in carrageenan, immobilization in alginate, followed by cross-linking with glutaraldehyde and polyethylenimine, produced a catalyst which was stable in reaction mixtures containing high concentrations of 4-cyanopentanoic acid ammonium salt. Immobilization in alginate produced catalysts with a higher nitrilase specific activity than was achieved in carrageenan, and volumetric productivity of 4-cyanopentanoic acid was increased from 19 to 49 g/L/h. Substituting alginate for carrageenan also eliminated one process step in the immobilization. A further increase in volumetric productivity to 79 g/L/h was achieved by using an immobilized Escherichia coli transformant which expresses A. facilis 72W nitrilase.

PROCESS FOR PREPARING LACTAMS

The present invention relates to a method for preparing lactams using heterogeneous catalysis by hydrogenating at least one compound of the following formula (I), where A is a radical of the following formula (I′) or (II′): —CH(R1)—CH(R2)— (I′); or —CH(R1)—CH(R2)—CH(R3)— (II′); where R1, R2 and R3 are, independently from each other, H, OH, an alkyl radical, or a cycloalkyl radical; and R is H or a straight or branched alkyl radical having 1 to 20, preferably 1 to 10, and more preferably 1 to 4 carbon atoms. Said method is carried out at a pressure of less than 60 bars, preferably 10 to 50 bars, in the presence of a solid hydrogenation catalyst including at least two metals selected from the group of noble metals and transition metals, and an inert substance used as a support, wherein said compound of formula (I) can be used alone or as part of a mixture.

Chemoenzymic Production of Lactams from Aliphatic α,ω-Dinitriles

Five- and six-membered ring lactams have been prepared by first converting an aliphatic α,ω-dinitrile to an ω-cyanocarboxylic acid ammonium salt, using a microbial cell catalyst having an aliphatic nitrilase activity (Acidovorax facilis 72W, ATCC 55746) or a combination of nitrile hydratase and amidase activities (Comamonas testosteroni 5-MGAM-4D, ATCC 55744). The ω-cyanocarboxylic acid ammonium salt was then directly converted to the corresponding lactam by hydrogenation in aqueous solution, without isolation of the intermediate ω-cyanocarboxylic acid or ω-aminocarboxylic acid. Only one of two possible lactam products was produced from α-alkyl-substituted α,ω-dinitriles, where the nitrilase of A. facilis 72W regioselectively hydrolyzed only the ω-cyano group to produce a single cyanocarboxylic acid ammonium salt in greater than 98% yield.

Mercuric dehydrogenations of N-tertiary piperidine derivatives with different substitution pattern

A comparison of the dehydrogenation of different N-tertiary piperidine derivatives with mercuric EDTA and mercuric acetate shows an increase of the reaction with the complex method.This is especially evident with the N-demethylation of 1,2,2,6,6-pentamethylpiperidine.Generally with dehydrogenations offering a possibility of generating a tertiary or a secondary carbenium ion, the latter alternative is mostly also realized to a minor extent.