1-Methyl-4-piperidone

Chemical Properties

clear yellow to orange liquid

Description

1-Methyl-4-piperidone has diverse applications, ranging from the production of artificial fibers and nylon to serving as a solvent and intermediate in organic synthesis. Its chemical properties make it suitable for specific reactions, and safety precautions should be followed during handling and storage.

Widely used in the artificial fiber industry. It is polymerizable and serves as a precursor for nylon. 1-Methyl-4-piperidone can be used as a reactant to prepare various compounds, including spiropiperidine rings and other derivatives, through different synthetic routes. Polymerizable and used as a precursor in the production of nylon.

Preparation

[JACS (1948) vol 70 p 1820] for the synthesis of 1-methyl-4-piperidone: To a one-liter flask containing 350 ml of 20 % hydrochloric acid was added 86 g. of 1-methyl-3-carbethoxy-4-piperidone hyrdrochloride. After refluxing for one hour, the ferric chloride reagent gave no coloration. The solution was evaporated to dryness on a steam-bath at 10 mm. pressure. The solid product, heated at 100 °C for 4 hours at 0.1 mm and further dried over solid KOH for 24 hours, weighed 57.7 g, m.p. 80 - 120 °C.Although this melting range goes above that of the pure comound 0.45 of crude material dissolved in 90 ml. of hot acetone gave 0.40 g of pure compoundd melting at 93 - 95 °C. Other samples of crude piperidone hydrochloride showed even higher melting points than the one mentioned above, yet this apperently impure material always gave good yields of sharp melting product when recrystallized.