CS210992B1 - 1- [4- (2-methacryloyloxyethoxy) phenyl] -1,2-propanedione and its preparation - Google Patents

1- [4- (2-methacryloyloxyethoxy) phenyl] -1,2-propanedione and its preparation Download PDF

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CS210992B1
CS210992B1 CS920479A CS920479A CS210992B1 CS 210992 B1 CS210992 B1 CS 210992B1 CS 920479 A CS920479 A CS 920479A CS 920479 A CS920479 A CS 920479A CS 210992 B1 CS210992 B1 CS 210992B1
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CS
Czechoslovakia
Prior art keywords
propanedione
phenyl
preparation
methacryloyloxyethoxy
methacrylic acid
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CS920479A
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Czech (cs)
Slovak (sk)
Inventor
Ivan Lukac
Ivan Zvara
Pavol Hrdlovic
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Ivan Lukac
Ivan Zvara
Pavol Hrdlovic
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Application filed by Ivan Lukac, Ivan Zvara, Pavol Hrdlovic filed Critical Ivan Lukac
Priority to CS920479A priority Critical patent/CS210992B1/en
Publication of CS210992B1 publication Critical patent/CS210992B1/en

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Abstract

Vynález rieši pripravu 1-[4-/2-metakryloyloxyetoxy/fenyl]-1,2-propándiónu. Podstata pripravy tejto zlúčeniny spočívá v tom, že sa 1 - [4-/2-hydroxyetoxy/fenyl]- -1,2-propándiÓn esterifikuje kyselinou metakrylovou alebo jej chloridom. Předmětná zlúčenína je medziproduktom syntézy monomeru pre syntézu polyméru, ktorý slúži ako fosforescencný značkovač, alebo optický zj asnovač.The invention relates to the preparation of 1-[4-(2-methacryloyloxyethoxy)phenyl]-1,2-propanedione. The essence of the preparation of this compound lies in the fact that 1-[4-(2-hydroxyethoxy)phenyl]-1,2-propanedione is esterified with methacrylic acid or its chloride. The subject compound is an intermediate in the synthesis of a monomer for the synthesis of a polymer, which serves as a phosphorescent marker or optical brightener.

Description

Vynález rieši přípravu 1-[4-/2-metakryloyloxyetoxy/fenyl]-1,2-propándiónu. Podstata přípravy tejto zlúčeniny spočívá v tom, že sa 1 - [4-/2-hydroxyetoxy/fenyl]-1,2-propándiÓn esterífikuje kyselinou metakrylovou alebo jej chloridom. Předmětná zlúčenína je medzipr.oduktom syntézy monomeru pre syntézu polyméru, którý slúži ako fosforescencný značkovač, alebo optický zj asnovač. 210992 1 210992The present invention provides the preparation of 1- [4- (2-methacryloyloxyethoxy) phenyl] -1,2-propanedione. The preparation of this compound is based on the fact that 1- [4- (2-hydroxyethoxy) phenyl] -1,2-propanedione is esterified with methacrylic acid or its chloride. The subject compound is an intermediate product of monomer synthesis for polymer synthesis that serves as a phosphorescent marker or optical enhancer. 210992 1 210992

Vynález sa týká novej zlúčeniny 1 - [4-/2-metakryloyloxyetoxy/fenyl]-1,2-propándiónu vzor -o· CH. a sposobu jeho přípravy.The present invention relates to a novel compound 1- [4- (2-methacryloyloxyethoxy) phenyl] -1,2-propanedione pattern -o · CH. and the method of its preparation.

Spósob přípravy novej zlúčeniny, ktorá nie je známa z literatúry, je založený na tom, že sa 1-[4-/2~hydroxyetoxy/fenyl]-1,2-propándíón esterífikuje bud kyselinou metakrylovou alebo jej chloridom.The method of preparing the novel compound which is not known in the literature is based on the fact that 1- [4- (2-hydroxyethoxy) phenyl] -1,2-propanedione is esterified either with methacrylic acid or its chloride.

Uvedena zlúčenína je medziproduktom syntézy monomeru pre syntézu polyméru, ktorý slúži ako fosforescenčný značkovač, alebo optický zjasňovač. PříkladSaid compound is an intermediate for the synthesis of a polymer synthesis monomer which serves as a phosphorescent marker or an optical brightener. Example

Zmes 10,4 g /0,05 mol/ 1-[4-/2-hydroxyetoxy/feny1J-1,2-propándionu, 4, 31 g /0,005 mol/ kyseliny metakry1ověj, 50 ml benzenu a 0,5 ml kyseliny sírovej a 0,5 g chloridu meďného sa refluxovala 9 hodin a získala sa voda v azeotropickom nástavci. Za tento čas sa azeotropicky vydestilovalo 0,9 ml vody. Po ochladení sa reakčná zmes přefiltrovala cez 5 cm vrstvu silikagélu. Silikagél sa premyl benzénom. Filtrát sa vákuovo zahustil, rozpustil v metanole, krátko povaril s aktívnym uhlím a nechal krystalizovat. Získala sa žitá krysta- lická látka o t. t. 49 až 51 C. Tento produkt v chladničke. Získala sa žitá krystalická látkaA mixture of 10.4 g (0.05 mol) of 1- [4- (2-hydroxyethoxy) phenyl] -1,2-propanedione, 4, 31 g (0.005 mol) of methacrylic acid, 50 ml of benzene and 0.5 ml of sulfuric acid and 0.5 g of copper (I) chloride was refluxed for 9 hours to give water in the azeotropic attachment. At this time, 0.9 ml of water was azeotroped. After cooling, the reaction mixture was filtered through a 5 cm pad of silica gel. The silica gel was washed with benzene. The filtrate was concentrated in vacuo, dissolved in methanol, boiled briefly with activated charcoal and allowed to crystallize. 49 to 51 C was obtained. This product was refrigerated. The obtained crystalline substance was obtained

Rovnaký produkt sa získal i esterifikáciouThe same product was obtained by esterification

Claims (2)

PŘEDMET V sa extrahoval pe t ro 1 éter oni a krystalizoval o t. t. 51 až 52 °C v 45,5 7 výtažku. chloridom kyseliny metakrylovej. Y N Á L E Z U 1. 1-[4-/2 -metakryloyloxyetoxy/fenyl]-1,2-propándion vzorca CH -CO-CO- \O/ “O“CH?-CH -O-OC-C = CH . CH.SUBSTANCE V was extracted with ether and crystallized at 51-52 ° C in 45.5% yield. methacrylic acid chloride. Y N O L 1. 1- [4- (2-Methacryloyloxyethoxy) phenyl] -1,2-propanedione of the formula CH-CO-CO- O / O- CH 2 -CH-O-OC-C = CH. CH. 2. Spósob přípravy zlúčeniny podlá bodu 1, vyznačujúci sa tým, že 1-[4-/2-hydroxyetoxy/ fenyl]-1,2 -propándión sa esterífikuje kyselinou metakrylovou, alebo chloridom kyseliny metakrylovej. Severografia, n. p., závod 7, Most2. A process for preparing a compound according to claim 1, wherein the 1- [4- (2-hydroxyethoxy) phenyl] -1,2-propanedione is esterified with methacrylic acid or methacrylic acid chloride. Severografia, n. P., Plant 7, Most
CS920479A 1979-12-21 1979-12-21 1- [4- (2-methacryloyloxyethoxy) phenyl] -1,2-propanedione and its preparation CS210992B1 (en)

Priority Applications (1)

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CS920479A CS210992B1 (en) 1979-12-21 1979-12-21 1- [4- (2-methacryloyloxyethoxy) phenyl] -1,2-propanedione and its preparation

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CS920479A CS210992B1 (en) 1979-12-21 1979-12-21 1- [4- (2-methacryloyloxyethoxy) phenyl] -1,2-propanedione and its preparation

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CS210992B1 true CS210992B1 (en) 1982-01-29

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