CS215476B1 - Process for preparing 3,4-dehydro-4- (3 ', 5'-dimethyl-4'-hydroxyphenyl) -2,2,6,6-tetramethylpiperidine - Google Patents

Process for preparing 3,4-dehydro-4- (3 ', 5'-dimethyl-4'-hydroxyphenyl) -2,2,6,6-tetramethylpiperidine Download PDF

Info

Publication number
CS215476B1
CS215476B1 CS26781A CS26781A CS215476B1 CS 215476 B1 CS215476 B1 CS 215476B1 CS 26781 A CS26781 A CS 26781A CS 26781 A CS26781 A CS 26781A CS 215476 B1 CS215476 B1 CS 215476B1
Authority
CS
Czechoslovakia
Prior art keywords
dehydro
hydroxyphenyl
dimethyl
preparing
tetramethylpiperidine
Prior art date
Application number
CS26781A
Other languages
Czech (cs)
Slovak (sk)
Inventor
Ivan Zvara
Ivan Lukac
Pavol Hrdlovic
Stefan Chmela
Original Assignee
Ivan Zvara
Ivan Lukac
Pavol Hrdlovic
Stefan Chmela
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ivan Zvara, Ivan Lukac, Pavol Hrdlovic, Stefan Chmela filed Critical Ivan Zvara
Priority to CS26781A priority Critical patent/CS215476B1/en
Publication of CS215476B1 publication Critical patent/CS215476B1/en

Links

Landscapes

  • Hydrogenated Pyridines (AREA)

Abstract

Vynález sa týká spósóbu přípravy 3,4-dehydro- -4-(3', 5'-dimetyl-4'-hydroxyfenyl)-2,2,6,6-tetrametylpiperidínu vzorca: Podstata vynálezu spočívá v tom, že zmes 2,6-xylenolu a 2,2,6,6-tetramétyl-4-piperidónu sa zohrieva v kyselině polyfosforečnej pri 60 °Cpo dobu 1 hodiny. , Vynález má použitie ako stabilizátors kombinovaným účinkom pre plastické látky.The invention relates to a method of preparing 3,4-dehydro-4-(3', 5'-dimethyl-4'-hydroxyphenyl)-2,2,6,6-tetramethylpiperidine of the formula: The essence of the invention is that a mixture of 2,6-xylenol and 2,2,6,6-tetramethyl-4-piperidone is heated in polyphosphoric acid at 60°C for 1 hour. , The invention has use as a stabilizer with a combined effect for plastic substances.

Description

Podstata vynálezu spočívá v tom, že zmes 2,6-xylenolu a 2,2,6,6-tetramétyl-4-piperidónu sa zohrieva v kyselině polyfosforečnej pri 60 °C po dobu 1 hodiny. ,SUMMARY OF THE INVENTION The mixture of 2,6-xylenol and 2,2,6,6-tetramethyl-4-piperidone is heated in polyphosphoric acid at 60 ° C for 1 hour. .

Vynález má použitie ako stabilizátor s kombinovaným účinkom pre plastické látky.The invention has use as a combined stabilizer for plastics.

Vynález sa týká nového sposobu přípravy 3,4-dehydro-4-(3 ',5 '-dimetyl-4'-hydroxyfenyl)-2,2,6,6-tetrametylpiperidínu vzorca:The present invention relates to a novel process for the preparation of 3,4-dehydro-4- (3 ', 5'-dimethyl-4'-hydroxyphenyl) -2,2,6,6-tetramethylpiperidine of the formula:

Z literatúry (Offenlegungsschrift 2257 998, NSR) je známy sposob přípravy uvedenej zlúéeniny tak, že cez etanolický roztok 2,6-xylenolu a 2,2,6,6-tetrametyl-4-piperidónu sa prebubláva ; plynným chlorovodíkom 48 hodin. Nevýhodou uvedeného spósobu je časová náročnost reakcie a skutečnost, že pri reakcii sa používá korozívny chlorovodík.The literature (Offenlegungsschrift 2257 998, Germany) discloses a process for preparing said compound by bubbling through an ethanolic solution of 2,6-xylenol and 2,2,6,6-tetramethyl-4-piperidone; with hydrogen chloride gas for 48 hours. The disadvantage of this method is the time required for the reaction and the fact that the reaction uses corrosive hydrogen chloride.

Podstata spósobu přípravy 3,4-dehydro-4-(3', 5'-dimetyl-4'-hydroxyfenyl)-2,2,6,6-tetrametylpiperidínu sa vyznačuje tým, že zmes 2,6-xylenolu a 2,2,6,6-tetrametyl-4-piperidónu sa zohrieva v kyselině polyfosforečnej pri 60 °C po dobu hodiny. Výhodou vynálezu je krátká reakčná doba a nekorozívně reakčné prostredie.The process for preparing 3,4-dehydro-4- (3 ', 5'-dimethyl-4'-hydroxyphenyl) -2,2,6,6-tetramethylpiperidine is characterized by a mixture of 2,6-xylenol and 2,2-xylenol. 6,6-tetramethyl-4-piperidone is heated in polyphosphoric acid at 60 ° C for one hour. The advantage of the invention is the short reaction time and the non-corrosive reaction environment.

Uvedená zlúčenina má použitie ako stabilizátor s kombinovaným účinkom pre plastické látky.Said compound has use as a combined stabilizer for plastics.

PříkladExample

V reakčnej baňke sa mieša 6 dielov kyseliny polyfosforečnej, 1 diel 2,6-xylenolu a 1 diel 2,2,6,6-:tetrametyl-4-piperidónu a zahrieva sa na vodnom kúpeli pri 60 °C jednu hodinu. Potom sa přidá 100 ml vody. Vodná vrstva sa extrahuje chloroformom. Vodná vrstva po extrakcii sa zneutralizuje roztokom hydrouhličitanu sodného alebo draselného. Produkt, ktorý vypadol ako tuhá látka, sa odfiltruje a kryštalizuje sa buď z n-oktánu alebo zo zriedeného etanolu. Produkt má t. t. 147—8 °C (lit. 150—3 °C). Že sa jedná o uvedenú zlúěeninu' sa potvrdilo elementámou analýzou, 'H-NMR a hmotnostnou spektroskópiou. Elemenťáma analýza pre C17H24NO (mol. hmot. 258,39): vypočítané: C = 79,02 % H = 9,36 % N = 5,42 % najdené: C = 78,77 % H = 9,81 % N = 5,25 %6 parts of polyphosphoric acid, 1 part of 2,6-xylenol and 1 part of 2,2,6,6-tetramethyl-4-piperidone are stirred in the reaction flask and heated in a water bath at 60 ° C for one hour. 100 ml of water are then added. The aqueous layer was extracted with chloroform. The aqueous layer after extraction is neutralized with sodium or potassium bicarbonate solution. The product which precipitated out as a solid was filtered off and crystallized from either n-octane or dilute ethanol. Mp 147-8 ° C (lit. 150-3 ° C). The compound was confirmed by elemental analysis, 1 H-NMR and mass spectroscopy. Analysis for C 17 H 24 NO (m / m 258.39): Calculated: C = 79.02% H = 9.36% N = 5.42% Found: C = 78.77% H = 9, 81% N = 5.25%

Claims (2)

PREDMET VYNÁLEZU i .OBJECT OF THE INVENTION i. 1. Spósob přípravy 3,4-dehydro-4-(3',5'-di- vyznačujúci sa tým, že na 2,2,6,6-tetrametyl-4-pimetyl-4'-hydroxyfenyl)-2,2,6,6-tetrametylpiperi- peridón sa pósobí 2,6-xylenok>m v prostředí kysedínu vzorca: líny polyfosforečnej pri 60 °C jednu hodinu. CH CH ft Η-N o v* ‘3 'ft '3A process for preparing 3,4-dehydro-4- (3 ', 5'-di-) characterized in that it is 2,2,6,6-tetramethyl-4-dimethyl-4'-hydroxyphenyl) -2,2 6,6-tetramethylpiperididone is treated with 2,6-xylene oxide in an oxygen medium of the formula: polyphosphoric acid at 60 ° C for one hour. CH CH ft N-N o v ‘3 'ft' 3
CS26781A 1981-01-14 1981-01-14 Process for preparing 3,4-dehydro-4- (3 ', 5'-dimethyl-4'-hydroxyphenyl) -2,2,6,6-tetramethylpiperidine CS215476B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CS26781A CS215476B1 (en) 1981-01-14 1981-01-14 Process for preparing 3,4-dehydro-4- (3 ', 5'-dimethyl-4'-hydroxyphenyl) -2,2,6,6-tetramethylpiperidine

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CS26781A CS215476B1 (en) 1981-01-14 1981-01-14 Process for preparing 3,4-dehydro-4- (3 ', 5'-dimethyl-4'-hydroxyphenyl) -2,2,6,6-tetramethylpiperidine

Publications (1)

Publication Number Publication Date
CS215476B1 true CS215476B1 (en) 1982-08-27

Family

ID=5334504

Family Applications (1)

Application Number Title Priority Date Filing Date
CS26781A CS215476B1 (en) 1981-01-14 1981-01-14 Process for preparing 3,4-dehydro-4- (3 ', 5'-dimethyl-4'-hydroxyphenyl) -2,2,6,6-tetramethylpiperidine

Country Status (1)

Country Link
CS (1) CS215476B1 (en)

Similar Documents

Publication Publication Date Title
DE69327890T2 (en) Process for the preparation of 2- (un) substituted 4-alkylimidazoles
EP0051202B1 (en) Process for preparing 2,3-dichloro-sulfonyl acrylonitriles
US4946968A (en) Method of preparing alkali metal salts of 2-pyrrolidone-5-carboxylic acid
JPS6126538B2 (en)
JPS6114148B2 (en)
JPS5773143A (en) Extraction of cobalt (ii) from aqueous solution
CS215476B1 (en) Process for preparing 3,4-dehydro-4- (3 ', 5'-dimethyl-4'-hydroxyphenyl) -2,2,6,6-tetramethylpiperidine
Case The Preparation of Certain Trisubstituted 2, 6-Bis (2'-pyridyl) pyridines1
EP0068407A1 (en) Aminosulfonylbenzoic acid derivatives
DE2106694C2 (en) Phthalimidine derivatives, process for their preparation and their use
KR950006544B1 (en) Organic Germanium Compound and Manufacturing Method Thereof
JPH0696561B2 (en) Novel 2- (4-phenyl-1-piperazinylalkyl) aminopyrimidine derivative and acid addition salt thereof
KR870001570B1 (en) Preparing process for pyrolidine derivatives
CZ291600B6 (en) Process for preparing formyl imidazoles
US4150242A (en) Process for the preparation of bis-(β-carboxyethyl) alkyl phosphine oxides from bis-(β-cyanoethyl) alkyl phosphine
US4149014A (en) Process for the preparation of bis-(β-carboxyethyl)alkyl phosphine oxides from tris-cyanoethyl phosphine
US2404509A (en) Hydrantoins and methods of obtaining the same
DE1291742B (en) Process for the preparation of benzenesulfonylureas
RU1838298C (en) Cis-1-(3-acetylthiopropionyl)-6-methylpipecolinic acid showing antihypertension activity, and a method of its synthesis
JPH0480918B2 (en)
US4071549A (en) Process for the preparation of bis-(beta-cyanoethyl) alkyl phosphine from tris-cyanoethyl phosphine
KR910011874A (en) 2-formylbenzylphosphonic acid derivatives, methods for their preparation and their use for the treatment of diseases caused by viruses
US3249612A (en) Acetyl and hydroxyethyl benzenesulfonamido-5-phenyl-pyrimidines
US3691170A (en) 2-(thiocyanoalkyl)-1,2,3,4-tetrahydroisoquinolines
DE1150985B (en) Process for the preparation of thiazolidin-4-one derivatives