6414-32-0Relevant academic research and scientific papers
Preparation method of anisic aldehyde 1,2-propanediol acetal
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Paragraph 0058-0065, (2017/08/28)
The invention relates to a preparation method of anisic aldehyde 1,2-propanediol acetal. The preparation method includes the step that anisic aldehyde and 1,2-propanediol serve as raw materials, HND-6 drying agent solid superacid is used as a catalyst, cyclohexane is used as a water-carrying agent, and the anisic aldehyde 1,2-propanediol acetal is obtained through a reaction under the condition of heating reflux. The method has the advantages that the catalyst is easy to separate from a reactant, repeated usage can be achieved, a reactor is not corroded, catalyzing public hazards are reduced, and good selectivity is achieved. The method achieves a synthetic process route that selectivity is good, the conversion rate is high, cost is low, and environmental friendliness is good.
From solution to in-cell study of the chemical reactivity of acid sensitive functional groups: A rational approach towards improved cleavable linkers for biospecific endosomal release
Jacques, Sylvain A.,Leriche, Geoffray,Mosser, Michel,Nothisen, Marc,Muller, Christian D.,Remy, Jean-Serge,Wagner, Alain
supporting information, p. 4794 - 4803 (2016/06/13)
pH-Sensitive linkers designed to undergo selective hydrolysis at acidic pH compared to physiological pH can be used for the selective release of therapeutics at their site of action. In this paper, the hydrolytic cleavage of a wide variety of molecular structures that have been reported for their use in pH-sensitive delivery systems was examined. A wide variety of hydrolytic stability profiles were found among the panel of tested chemical functionalities. Even within a structural family, a slight modification of the substitution pattern has an unsuspected outcome on the hydrolysis stability. This work led us to establish a first classification of these groups based on their reactivities at pH 5.5 and their relative hydrolysis at pH 5.5 vs. pH 7.4. From this classification, four representative chemical functions were selected and studied in-vitro. The results revealed that only the most reactive functions underwent significant lysosomal cleavage, according to flow cytometry measurements. These last results question the acid-based mechanism of action of known drug release systems and advocate for the importance of an in-depth structure-reactivity study, using a tailored methodology, for the rational design and development of bio-responsive linkers.
New Br?nsted-Lewis acidic quaternary ammonium ionic liquids: Synthesis, acidity determination and acidity-catalytic activity relationship
Yi, Fengping,Gao, Jie,Zhang, Lirong,Jiang, Xiaoyan
, p. 1260 - 1264 (2015/02/19)
A series of new Br?nsted-Lewis acidic ionic liquids, which are operational simplicity, high stability, low cost and applicable for scaling up, have been synthesized and their activity for acetalization was examined. The comprehensive studies on the acidity-catalytic performance relationship of the Br?nsted-Lewis acidic ionic liquids were performed. IR spectroscopy results confirmed that the new Br?nsted-Lewis acidic ionic liquids possess both Br?nsted and Lewis acid sites. The acidities were determined by Hammett method, and further studies on acidity-activity relationship revealed that the acidity played a key role in the acid-catalyzed probe reactions.
Synthesis of novel solid acidic ionic liquid polymer and its catalytic activities
Liang, Xuezheng
, p. 724 - 729 (2014/01/23)
The novel solid acidic ionic liquid polymer has been synthesized through the copolymerization of acidic ionic liquid oligomers and resorcinol- formaldehyde (RF resin). The catalytic activities were investigated through the acetalization. The results showed that the PIL was very efficient for the reactions with the average yield over 99.0%. The procedure was quite simple with just one-step to complete both the reactions. The high hydrophobic BET surface, high catalytic activities and high stability gave the PIL great potential for green chemical processes. Pleiades Publishing, Ltd., 2013.
Synthesis of a novel ionic liquid with both Lewis and Br?nsted acid sites and its catalytic activities
Liang, Xuezheng,Qi, Chenze
experimental part, p. 808 - 812 (2012/01/04)
The novel ionic liquid with both Lewis and Br?nsted acid sites has been synthesized and its catalytic activities for acetalization and Michael addition were investigated carefully. The novel ionic liquid was stable to water and could be used in aqueous solution. Furthermore, the molar ratio of the Lewis and Br?nsted acid sites could be adjusted according to different reactions. The results showed that the novel ionic liquid was very efficient for the traditional acid-catalyzed reactions with good to excellent yields in short time.
Non-acid catalytic acetalisation of aldehydes with diols in ionic liquids
Zhang, Fan,Xu, Dan-Qian,Luo, Shu-Ping,Liu, Bao-You,Du, Xiao-Hua,Xu, Zhen-Yuan
, p. 773 - 774 (2007/10/03)
The acetalisation of aldehydes with diols to corresponding 1,3-dioxolanes has been accomplished using ionic liquids as catalyst and reaction media. In the reaction process the removal of water produced and other catalysts were not necessary. High conversion and good selectivity were obtained when using HMImBF4, which could be easily recycled and reused.
Synthese d'acetals cycliques dans des conditions douces; Applications a l'acetalisation du chloramphenicol
Meslard, J. C.,Subira, F.,Vairon, J. P.,Guy, A.,Garreau, R.
, p. 84 - 89 (2007/10/02)
Acetalization of 1-2 and 1-3 diols, even as sterically crowded as chloramphenicol, by carbonyl derivatives with substituents of various sizes has been performed at room temperature under mild conditions, by using heterogeneous catalysis (sulfonated polystyrene) in the presence of molecular sieves.Several new acetals of chloramphenicol have thus been obtained in good yields, isolated and characterized.
Investigation of the Effectiveness of Various 1-Dialkylamino-1-methoxycarbenium-Methyl Sulfates in the Course of Acetalization
Kantlehner, Willi,Gutbrod, Heinz-Dieter,Funke, Bernd
, p. 246 - 252 (2007/10/02)
The rate of dimethyl ketal formation from acetone and methanol in the presence of several 1-dialkylamino-1-methoxycarbenium methyl sulfates 1a, 5a-g is studied.The fastest rate was observed in the case of 5c.In the presence of 5c, the reaction of carbonyl compounds with either methanol or 1,2-diols gave the dimethyl ketals 6 and 1,3-dioxolanes 7, respectively.
