CasNo: 1445-73-4
Molecular Formula: C6H11NO
Appearance: clear yellow to orange liquid
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. |
Uses |
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. |
InChI:InChI=1/C6H11NO/c1-7-4-2-6(8)3-5-7/h2-5H2,1H3/p+1
Secondary phosphine oxides proved to be ...
Oppenauer oxidation constitutes a mild, often selective, procedure for the conversion of alcohols to aldehydes or ketones.1 In many instances a ketone higher boiling than acetone must be used to facilitate the reaction....
The synthesis method comprises the follo...
The preparation of ketals and hemithioketals of 1‐methyl‐4‐piperidone and tropinone as potential postganglionic parasympathetic blocking agents has been undertaken....
methylamine
benzene
1-Methyl-4-piperidone
Conditions | Yield |
---|---|
methylamine; benzene; With formaldehyd; toluene-4-sulfonic acid; diethyl 1,3-acetonedicarboxylate; Reflux;
With hydrogenchloride; In water; for 4h; Time;
|
91.7% |
N-methyl-4-hydroxypiperidine
1-Methyl-4-piperidone
Conditions | Yield |
---|---|
With dmap; [2,2]bipyridinyl; 2-azatricyclo[3.3.1.13,7]dec-2-yloxidanyl; copper(l) chloride; In acetonitrile; at 20 ℃; for 3h; Reagent/catalyst; Solvent; Temperature; Time; chemoselective reaction;
|
96% |
With di-μ-chlorotetrakys-[(RP)-tert-butylphenylphosphinito-κ-P]diplatinate(2-); methyl vinyl ketone; sodium hydroxide; In water; toluene; for 16h; Schlenk technique; Inert atmosphere; Heating;
|
14% |
1-methyl-4-oxo-piperidine-3-carboxylic acid methyl ester
ethyl 1-methyl-4-oxo-piperidin-3-carboxylate
1,5-dichloropentan-3-one
methylamine
4,4-bis-(4-hydroxy-3,5-dimethyl-phenyl)-1-methyl-piperidine
8-methyl-2r,3c-diphenyl-1,4-dioxa-8-aza-spiro[4.5]decane
1-(1-methyl-[4]piperidylidenamino)-3,3-diphenyl-azetidine-2,4-dione
2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole-8-carboxamidine; dihydrochloride