538-56-7Relevant articles and documents
UNE METHODE SIMPLE ET RAPIDE DE PREPARATION DES ANHYDRIDES D'ACIDES CARBOXYLIQUES A PARTIR DE LEURS CHLORURES D'ACIDES, AVEC CATALYSE PAR TRANSFERT DE PHASE
Roulleau, Fabienne,Plusquellec, Daniel,Brown, Eric
, p. 4195 - 4196 (1983)
Symmetrical anhydrides of carboxylic acids were readily obtained, and in high yields under phase transfer conditions, i.e. by reacting the appropriate acid chloride in toluene solution (containing 0.1 eq. of n-Bu4N+ Cl-), with 20percent aqueous sodium hydroxide solution.
Oxidative self-coupling of aldehydes in the presence of CuCl2/TBHP system: Direct access to symmetrical anhydrides
Saberi, Dariush,Shojaeyan, Fatemeh,Niknam, Khodabakhsh
supporting information, p. 566 - 569 (2016/01/20)
A simple synthesis of symmetrical anhydrides has been developed. Using tert-butylhydroperoxide (TBHP) as the oxidant and copper(II) chloride as the catalyst in acetonitrile, various aromatic and heteroaromatic aldehydes were reacted to provide symmetrical anhydrides in modest to good yields.
Acid anhydrides and the unexpected N,N-diethylamides derived from the reaction of carboxylic acids with Ph3P/I2/Et3N
Phakhodee, Wong,Duangkamol, Chuthamat,Wangngae, Sirilak,Pattarawarapan, Mookda
supporting information, p. 325 - 328 (2016/01/12)
The formation of acid anhydrides from the phosphorous-mediated activation of carboxylic acids was investigated. Under various systems, activation of benzoic acid in the presence of base led to the formation of benzoic anhydride at different rates depending on the reactivity of the reagents. Using the Ph3P-I2/Et3N combination, most aryl acids were converted into the corresponding anhydrides in high yields within 5-10 min. However, for nitro-substituted derivatives, unexpectedly, N,N-diethylamides were isolated without anhydride formation. These results indicated the pronounced effect of substituents in governing these potential side reactions which can significantly affect the yields of acylation reactions promoted by phosphonium species.
