120-50-3Relevant articles and documents
Zirconium based ion exchangers as catalysts in esterification reactions of benzoic acid
Singh, Charanjit,Mittal, Susheel K.,Kaur, Navneet
, p. 3035 - 3038 (2015)
Zirconium based double salts were used as catalysts in esterification reactions of benzoic acid with some primary and secondary alcohols. Ester products were characterized with 1H NMR and FT-IR techniques. Product yields from different set of combinations of benzoic acid and alcohols were monitored using gas chromatography. Double salt based ion exchangers selectively catalyzed esterification reactions based on steric considerations. Electronic factor did not seem to play any role in efficiency of the inorganic ion exchangers as heterogeneous catalysts.
Unusual Reaction of 6-Nitrobenzotriazolyl Carboxylates with Grignard Reagents
Okawara, Tadashi,Ikeda, Norihiro,Yamasaki, Tetsuo,Furukawa, Mitsuru
, p. 42 - 43 (1988)
The reaction of 6-nitrobenzotriazolyl carboxylates with Grignard reagents afforded various carboxylates in fairly good yields.
Metal nitrate-catalyzed one-pot oxidative esterification of benzaldehyde with hydrogen peroxide in alcoholic solutions at room temperature
Da Silva, Márcio José,De Oliveira, Cesar Macedo
, p. 3683 - 3691 (2021/03/03)
The activity of metal nitrate catalysts was investigated in the oxidative esterification reactions of benzaldehyde with hydrogen peroxide. Several types of metal nitrates (alkaline, alkaline earth, and transition metals) were evaluated as catalysts. Among the assessed salts, Fe(NO3)3 was the most efficient catalyst toward the formation of the target product (i.e., benzoic alkyl ester). In methyl alcohol, benzaldehyde was selectively oxidized to benzoic acid and then esterified to methyl benzoate. The efficiency of the catalyst was correlated with its higher Lewis acidity character, which was established through the pH measurements of methanolic solutions of the soluble metal nitrate salts. The influence of main variables of the reaction, such as catalyst load, temperature, and reactant stoichiometry, was investigated. The size of the carbon chain and steric hindrance played an essential role in the reaction selectivity. While methyl and ethyl alcohols selectively provided ester as the main product (ca. 70-75%) and acetal as the subproduct, the other alcohols gave ester, hemiacetal, and benzoic acid, which was formed in the least amount. The use of an inexpensive catalyst, a green oxidant, mild conditions, and short reaction times were the positive aspects of this one-pot process. The high TON (ca. 900) is evidence of the high catalytic activity of Fe(NO3)3. It is noteworthy that this methodology does not rely upon ligands and other additives.
Electrochemical esterification via oxidative coupling of aldehydes and alcohols
Smeyne, Dylan,Verboom, Katherine,Bryan, Maria,LoBue, James,Shaikh, Abid
supporting information, (2021/03/26)
An electrolytic method for the direct oxidative coupling of aldehydes with alcohols to produce esters is described. Our method involves anodic oxidation in presence of TBAF as supporting electrolyte in an undivided electrochemical cell equipped with graphite electrodes. This method successfully couples a wide range of alcohols to benzaldehydes with yields ranging from 70 to 90%. The protocol is easy to perform at a constant voltage conditions and offers a sustainable alternative over conventional methods.
