150-84-5Relevant articles and documents
Sn(II)-catalyzed β-citronellol esterification: A Bronsted acid-free process for synthesis of fragrances at room temperature
Da Silva,Julio,Dos Santos
, p. 1261 - 1266 (2015)
Simple SnCl2·2H2O was demonstrated to be able to catalyze β-citronellol esterification with acetic acid at room temperature under solvent-free conditions, achieving high conversion and ester selectivity (ca. 88% and 99%, respectively). Tin(ii) chloride is a stable and water-tolerant Lewis acid that is commercially available and less corrosive than Bronsted acid catalysts. This selective process is an attractive alternative to the mineral acid-catalyzed process because it avoids product neutralization common in those reactions. The effects of main reaction parameters such as reactant stoichiometry, temperature, solvent, and catalyst concentration were assessed. Among the tin catalysts evaluated, SnCl2 was the most active and selective. Moreover, SnCl2 was as active as sulfuric and p-toluenesulfonic acid catalysts, the Bronsted acids investigated herein, with additional advantages of being a solid and less corrosive catalyst.
Synthesis of citronellyl acetate via a transacetylation to citronellol from acetyl coenzyme A produced from glucose and acetate in growing yeasts
Oda, Shinobu,Sugai, Takeshi,Ohta, Hiromichi
, p. 500 - 501 (2001)
A novel coupling system, which is an acetylation system of primary alcohols with acetyl coenzyme A [acetyl-CoA] formed via the metabolism of glucose and acetate, was developed with Hansenula and Pichia. The supplementation of sodium acetate to glucose as the source of acetyl-CoA was effective to enhance the reaction rate and yield of acetylation of citronellol.
Ring-Closing Metathesis of Aliphatic Ethers and Esterification of Terpene Alcohols Catalyzed by Functionalized Biochar
Kerton, Francesca M.,MacQuarrie, Stephanie L.,Vidal, Juliana L.,Wyper, Olivia M.
supporting information, p. 6052 - 6056 (2021/12/10)
Functionalized biochars, renewable carbon materials prepared from waste biomass, can catalyze transformations of a range of oxygen-containing substrates via hydrogen-bonding interactions. Good conversions (up to 75.2 %) to different O-heterocycles are obtained from ring-closing C?O/C?O metathesis reactions of different aliphatic ethers under optimized conditions using this heterogeneous, metal-free, and easy separable catalyst. The diversity in the sorts of O-containing feedstocks is further demonstrated by the utilization of functionalized biochar to promote the esterification of terpene alcohols, an important reaction in food and flavor industries. Under the optimized conditions, full conversions to various terpene esters are obtained. Moreover, both of the reactions studied herein are performed under neat conditions, thus increasing the overall sustainability of the process described.
IrIII-Catalyzed direct syntheses of amides and esters using nitriles as acid equivalents: A photochemical pathway
Talukdar, Ranadeep
supporting information, p. 5303 - 5308 (2020/04/17)
An unprecedented IrIII[df(CF3)ppy]2(dtbbpy)PF6-catalyzed simple photochemical process for direct addition of amines and alcohols to the relatively less reactive nitrile triple bond is described herein. Various amides and esters are synthesized as the reaction products, with nitriles being the acid equivalents. A mini-library of different types of amides and esters is made using this mild and efficient process, which uses only 1 mol% of photocatalyst under visible light irradiation (λ = 445 nm). The reaction strategy is also efficient for gram-scale synthesis.
