Cyclamen aldehyde synthesis: aldol condensation followed by hydrogenation over ruthenium catalyst

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F15%3A43900174" target="_blank" >RIV/60461373:22310/15:43900174 - isvavai.cz</a>

Výsledek na webu

<a href="http://dx.doi.org/10.1007/s11164-015-1948-y" target="_blank" >http://dx.doi.org/10.1007/s11164-015-1948-y</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1007/s11164-015-1948-y" target="_blank" >10.1007/s11164-015-1948-y</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Cyclamen aldehyde synthesis: aldol condensation followed by hydrogenation over ruthenium catalyst

Popis výsledku v původním jazyce

Cyclamen aldehyde, I, is a fragrant substance with the scent of cyclamen or lily-of-the-valley. In this work, the desired cyclamen aldehyde was prepd. by two-step synthesis. At the first step, aldol condensation of 4-isopropylbenzaldehyde and propanal was carried out. The influence of used catalyst (potassium hydroxide and sodium methoxide) and propanal amt. were tested. Propanal was used in excess and it was added to the reaction mixt. dropwise (to prevent its self-condensation to 2-methylpent-2-enal).Resulting mixt. of 4-isopropylbenzaldehyde and forcyclamen aldehyde was hydrogenated using different Ru/C catalysts. The products detected in hydrogenation reaction mixt. were: desired cyclamen aldehyde, cyclamen alc. and forcyclamen alc. The influenceof catalyst type and amt., reaction temp. and hydrogen pressure on the reaction course was tested. The highest yield (19.4 %) was obtained using pressure 10 MPa, temp. 110 oC and 2 wt% of catalyst Ru/C.

Název v anglickém jazyce

Cyclamen aldehyde synthesis: aldol condensation followed by hydrogenation over ruthenium catalyst

Popis výsledku anglicky

Cyclamen aldehyde, I, is a fragrant substance with the scent of cyclamen or lily-of-the-valley. In this work, the desired cyclamen aldehyde was prepd. by two-step synthesis. At the first step, aldol condensation of 4-isopropylbenzaldehyde and propanal was carried out. The influence of used catalyst (potassium hydroxide and sodium methoxide) and propanal amt. were tested. Propanal was used in excess and it was added to the reaction mixt. dropwise (to prevent its self-condensation to 2-methylpent-2-enal).Resulting mixt. of 4-isopropylbenzaldehyde and forcyclamen aldehyde was hydrogenated using different Ru/C catalysts. The products detected in hydrogenation reaction mixt. were: desired cyclamen aldehyde, cyclamen alc. and forcyclamen alc. The influenceof catalyst type and amt., reaction temp. and hydrogen pressure on the reaction course was tested. The highest yield (19.4 %) was obtained using pressure 10 MPa, temp. 110 oC and 2 wt% of catalyst Ru/C.

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CC - Organická chemie

OECD FORD obor

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Projekt

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Návaznosti

S - Specificky vyzkum na vysokych skolach

Rok uplatnění

2015

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Research on Chemical Intermediates

ISSN

0922-6168

e-ISSN

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Svazek periodika

41

Číslo periodika v rámci svazku

12

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

11

Strana od-do

9195-9205

Kód UT WoS článku

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EID výsledku v databázi Scopus

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