Rosaphen synthesis: homogeneously catalyzed aldol condensation of cinnamaldehyde or hydrocinnamaldehyde with propanal followed by hydrogenation over ruthenium and nickel supported catalysts

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F22%3A43924501" target="_blank" >RIV/60461373:22310/22:43924501 - isvavai.cz</a>

Výsledek na webu

<a href="https://link.springer.com/article/10.1007/s11144-021-02123-4" target="_blank" >https://link.springer.com/article/10.1007/s11144-021-02123-4</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1007/s11144-021-02123-4" target="_blank" >10.1007/s11144-021-02123-4</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Rosaphen synthesis: homogeneously catalyzed aldol condensation of cinnamaldehyde or hydrocinnamaldehyde with propanal followed by hydrogenation over ruthenium and nickel supported catalysts

Popis výsledku v původním jazyce

2-Methyl-5-phenylpentan-1-ol, commercially known as Rosaphen, is a fragrance used in the perfume and cosmetics industry for its scent of fruits and flowers. This work is focused on its two-step synthesis. At the first step, aldol condensation of cinnamaldehyde and propanal was carried out. The influence of used catalyst, reactants molar ratio, type, and amount of solvent was investigated. The most suitable conditions were the molar ratio of the starting materials equals 1:1, 36% aqueous solution of NaOH at the 0.1:1 molar ratio to cinnamaldehyde and methanol in a molar ratio of cinnamaldehyde to methanol of 1:13. Resulting 2-methyl-5-phenylpenta-2,4-dienal was hydrogenated using different Ru/C and Ni/SiO2 catalysts. The influence of catalyst type and amount, reaction temperature, and hydrogen pressure on the reaction course was studied. Rosaphen in concentration about 97% in final reaction mixture was obtained using hydrogen pressure 10 MPa, temperature 120 °C, and 10 wt% of Ni/SiO2 catalyst. © 2021, Akadémiai Kiadó, Budapest, Hungary.

Název v anglickém jazyce

Rosaphen synthesis: homogeneously catalyzed aldol condensation of cinnamaldehyde or hydrocinnamaldehyde with propanal followed by hydrogenation over ruthenium and nickel supported catalysts

Popis výsledku anglicky

2-Methyl-5-phenylpentan-1-ol, commercially known as Rosaphen, is a fragrance used in the perfume and cosmetics industry for its scent of fruits and flowers. This work is focused on its two-step synthesis. At the first step, aldol condensation of cinnamaldehyde and propanal was carried out. The influence of used catalyst, reactants molar ratio, type, and amount of solvent was investigated. The most suitable conditions were the molar ratio of the starting materials equals 1:1, 36% aqueous solution of NaOH at the 0.1:1 molar ratio to cinnamaldehyde and methanol in a molar ratio of cinnamaldehyde to methanol of 1:13. Resulting 2-methyl-5-phenylpenta-2,4-dienal was hydrogenated using different Ru/C and Ni/SiO2 catalysts. The influence of catalyst type and amount, reaction temperature, and hydrogen pressure on the reaction course was studied. Rosaphen in concentration about 97% in final reaction mixture was obtained using hydrogen pressure 10 MPa, temperature 120 °C, and 10 wt% of Ni/SiO2 catalyst. © 2021, Akadémiai Kiadó, Budapest, Hungary.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10401 - Organic chemistry

Projekt

—

Návaznosti

S - Specificky vyzkum na vysokych skolach

Rok uplatnění

2022

Kód důvěrnosti údajů

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

Název periodika

Reaction Kinetics Mechanisms and Catalysis

ISSN

1878-5190

e-ISSN

1878-5204

Svazek periodika

135

Číslo periodika v rámci svazku

1

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

12

Strana od-do

71-82

Kód UT WoS článku

000739288000001

EID výsledku v databázi Scopus

2-s2.0-85122298002