Acetalation of Pentaerithritol Catalyzed by an Al-Pillared Saponite

Abstract

Acetalation of pentaerithritol has been carried out in the presence of an Al-pillared saponite. Several carbonyl compounds were used, including aldehydes and ketones. Yields between 72 and 93% were obtained in all cases, except in the case of veratraldehyde where the carbonyl group was blocked. The high conversion could be explained by diffusion effects of intermediates and electronic effects between the reactants in the transition state. The catalyst was found to be active after three cycles.

8-Hydroxy-2-methylquinoline-modified H4SiW12O40: a reusable heterogeneous catalyst for acetal/ketal formation

“…1 And acetals/ketals are oen used as synthetic intermediates, and can be used as starting materials in the production of avours, disinfectants and surfactants. 1,2 Some glycerol acetals may also nd applications as benecial fuel additives, especially to boost the low temperature properties of biodiesel fuels. 3,4 Mota 5,6 once reported that solketal, when used as a fuel additive, can effectively increase the octane number of gasoline and reduce emissions resulting from fuel combustion.…”

Acetalization of Carbonyl Compounds with Pentaerythritol Catalyzed by Metal(IV) Phosphates as Solid Acid Catalysts

“…1,2-Diacetal is an efficient protecting group for vicinal 1,2-diol units in carbohydrates. Acetonide formation is the commonly used protection for 1,2-( cis )- and 1,3-diols, which have extensively been used in carbohydrate chemistry to selectively mask the hydroxyls of different sugars …”

“…Kannan et al . have reported acetalization of pentaerythritol with several carbonyl compounds in the presence of an Al-pillared saponite.…”

“…The pentaerythritol react with carbonyl compounds to give pentaerythritol acetals which are useful in many fields. They can be applied as plasticizers and vulcanizers of various polymeric materials, as raw materials for production of valuable resins and lacquers, as physiologically active substances, 36 as defoamers for washing solution containing anionic surfactant, in motor oils, lubricating oils, and hydraulic fluids. 15 1,2-Diacetal is an efficient protecting group for vicinal 1,2-diol units in carbohydrates.…”

“…Acetonide formation is the commonly used protection for 1,2-(cis)-and 1,3-diols, which have extensively been used in carbohydrate chemistry to selectively mask the hydroxyls of different sugars. 36 Kannan et al 36 have reported acetalization of pentaerythritol with several carbonyl compounds in the presence of an Alpillared saponite. Firouzabadi et al 37 have described application of solid silica chloride, an easily available and efficient catalyst for the preparation of diacetal of pentaerythritol from aldehydes that gives good yields with short reaction times.…”