Synthesis of dimethyl acetal of ketones: design of solid acid catalysts for one-pot acetalization reaction

Thomas, Bejoy; Prathapan, Sreedharan; Sugunan, S.

doi:10.1016/j.micromeso.2004.12.001

Cited by 42 publications

(36 citation statements)

References 33 publications

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“…[232] Among various rare-earths-exchanged Mg-Y zeolites, CeMg-Y and Ce-montmorillonite were revealed to be the most efficient catalysts for the acetalization reactions. Acetalization of cyclohexanone reached equilibrium within 60 min and the yields of acetal were 66.7 % with CeMg-Y zeolite and 69.8 % with Ce-montmorillonite.…”

Section: Synthesis Of Acetalsmentioning

confidence: 99%

Ceria‐Based Solid Catalysts for Organic Chemistry

Vivier¹,

Duprez²

2010

ChemSusChem

357

244

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Ceria has been the subject of thorough investigations, mainly because of its use as an active component of catalytic converters for the treatment of exhaust gases. However, ceria‐based catalysts have also been developed for different applications in organic chemistry. The redox and acid–base properties of ceria, either alone or in the presence of transition metals, are important parameters that allow to activate complex organic molecules and to selectively orient their transformation. Pure ceria is used in several organic reactions, such as the dehydration of alcohols, the alkylation of aromatic compounds, ketone formation, and aldolization, and in redox reactions. Ceria‐supported metal catalysts allow the hydrogenation of many unsaturated compounds. They can also be used for coupling or ring‐opening reactions. Cerium atoms can be added as dopants to catalytic system or impregnated onto zeolites and mesoporous catalyst materials to improve their performances. This Review demonstrates that the exceptional surface (and sometimes bulk) properties of ceria make cerium‐based catalysts very effective for a broad range of organic reactions.

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Section: Synthesis Of Acetalsmentioning

confidence: 99%

Ceria‐Based Solid Catalysts for Organic Chemistry

Vivier¹,

Duprez²

2010

ChemSusChem

357

244

View full text Add to dashboard Cite

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“…Then, aromatic monomers underwent hydrogenation (k 4 to k 8 ) yielding the corresponding saturated monomers. The route that produced methoxycyclohexane and 1.1-dimethoxycyclohexane, from cyclohexanone acetylation with methanol [43,44], is also included in Fig. 5 (k 9 and k 10 ).…”

Section: Experimental Installation and Proceduresmentioning

confidence: 99%

Catalytic hydroprocessing of lignin β-O-4 ether bond model compound phenethyl phenyl ether over ruthenium catalysts

Gómez‐Monedero

Faria

Bimbela

et al. 2017

Biomass Conv. Bioref.

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The catalytic hydroprocessing of phenethyl phenyl ether (PPE), a model compound of one of the most significant ether linkages within lignin structure, β-O-4, has been studied. Reactions were carried out using two ruthenium-based catalysts, supported on different materials: 3.8 wt.% Ru/C and 3.9 wt.% Ru/Al 2 O 3 . Aiming at studying the reaction mechanism, experiments were carried out at 150°C and 25 bar in H 2 atmosphere, with varying feed to catalyst mass ratios and reaction time. Differences between the relative importance of the steps of the mechanism were observed when using those two catalysts. The most significant finding was the predominance of the cleavage of C β -O bonds compared to the cleavage of the C aryl -O when using Ru/Al 2 O 3 as catalyst; whereas with Ru/C, the two routes were nearly equivalent. It has been observed that the kinetic model describes the general tendencies of consumption and formation of the different products, but some over/ under estimation of concentrations occurs. Finally, the effect of temperature was also explored by carrying out reactions at 100 and 125°C, observing that decreasing temperature from 150 to 125 or 100°C favored the dimer hydrogenation route versus the hydrogenolysis of the ether bonds.

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“…1,5 Acetal derived compounds have been used as a solvent in fragrance industries, cosmetics, food and beverage additives, pharmaceuticals, in the synthesis of enantiomerically pure compounds, and in polymer chemistry. 6,7 Acetals have been also used in motor oils, lubricating oils and hydraulic fluids. Hille et al, 8 have evaluated various acetals as more biodegradable continuous phase in an invert-emulsion for off-shore drilling petroleum operations.…”

Section: Introductionmentioning

confidence: 99%

Acetalization of hexanal with 2-ethyl hexanol catalyzed by solid acids

Barros

Faísca

Lachter

et al. 2011

J. Braz. Chem. Soc.

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A atividade catalítica de sólidos ácidos como o fosfato de nióbio e a Amberlyst 35, uma resina trocadora de íons, foi avaliada na acetalização do hexanal com 2-etil-hexanol. Foram avaliadas a concentração do catalisador e a temperatura de reação na conversão do hexanal. A possibilidade de re-utilização do fosfato de nióbio também foi estudada e evidenciou ser possível re-utilizar este catalisador sem perda da atividade. O rendimento em acetal foi acima de 90% em condições brandas de reação.The catalyst activity of solid acids such as niobium phosphate and Amberlyst 35, an ion exchange resin, was evaluated in the acetalization of hexanal with 2-ethyl-hexanol. The catalyst loading and the reaction temperature were evaluated in the hexanal conversions. The possibility of recycling niobium phosphate was also studied, showing that it was possible to reuse this catalyst without significant loss in its catalytic activity. The yield in acetal was above 90% under mild conditions.

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Synthesis of dimethyl acetal of ketones: design of solid acid catalysts for one-pot acetalization reaction

Cited by 42 publications

References 33 publications

Ceria‐Based Solid Catalysts for Organic Chemistry

Ceria‐Based Solid Catalysts for Organic Chemistry

Catalytic hydroprocessing of lignin β-O-4 ether bond model compound phenethyl phenyl ether over ruthenium catalysts

Acetalization of hexanal with 2-ethyl hexanol catalyzed by solid acids

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