1854-15-5

Upstream product

• 124-22-1 n-Dodecylamine 
• 100-09-4 4-methoxybenzoic acid 
• 1037-31-6 4-nitrophenyl 4-nitrobenzoate 
• 83511-11-9 dodecylammonium p-anisate 
• 111536-98-2 tetramethylammonium p-methoxybenzoate 
• 696-62-8 para-iodoanisole 
• 16712-16-6 ammonium formate 
• 100-07-2 4-methoxy-benzoyl chloride 
• 7464-46-2 p-nitrophenyl p-methoxybenzoate 
• 17448-65-6 dodecylamine propionate 

Relevant academic research and scientific papers

Ester Aminolysis in the Presence of Alkylammmonium Carboxylate Reversed Micelles. A Mechanistic Study

A study of ester aminolysis in the presence of dodecylammonium carboxylate reversed micelles showed that the catalytic role of the surfactant head-anion (general base) was concentration independent.The presence of co-solubilized water in the micelle did n

Application of phase-vanishing method with CO gas evolution to carbonylation reactions

Although carbon monoxide (CO) is considered a practical source of the carbonyl functionality in various compounds, handling CO gas is difficult. The phase-vanishing (PV) method, using highly fluorinated solvents as the phase screen, was thus employed, in which CO was evolved for use in organic synthesis. An H-shaped reactor bearing two reaction chambers was employed. In the first chamber, CO was efficiently generated from sulfuric acid and ammonium formate under the PV conditions, and then consumed in the second chamber in a range of palladium-catalysed carbonylation reactions, affording the desired products. Use of this PV system allowed for easy and safe generation of hazardous CO gas, and its use thereof in organic synthesis.

Facile preparation of amides from carboxylic acids and amines with ion-supported Ph3P

Ion-supported Ph3P, 4-(diphenylphosphino)benzyltrimethylammonium bromide (IS-Ph3P), could be used for the facile amidation of a wide range of carboxylic acids with amines in the presence of bromotrichloromethane to provide the corresponding amides in good yields. In the present reaction, the desired amides were obtained in good yields with high purity by simple extraction of the reaction mixture with diethyl ether or chloroform and subsequent removal of the solvent from the extract. Moreover, ion-supported Ph3PO (IS-Ph3PO), which was a co-product derived from IS-Ph3P in the present reductive condensation, was recovered in high yield and could be reduced to IS-Ph3P for reuse in the same amidation of carboxylic acid.

5H-3-oxa-Octafluoropentanesulfonyl fluoride: a novel and efficient condensing agent for esterification, amidation and anhydridization

The use of 5H-3-oxa-octafluoropentanesulfonyl fluoride (HCF2CF2OCF2CF2SO2F) as a novel and efficient condensing reagent for esterification of carboxylic acids with alcohols and amidation of carboxylic acids with amines in the presence of 1,3-diazabicyclo[5.4.0]-undec-7-ene (DBU) is reported. HCF2CF2OCF2CF2SO2F cannot serve as a condensing agent for anhydridization of carboxylic acids, however, HCF2CF2OCF2CF2SO2F/(CH3)3SiCN system can mediate anhydridization of some aromatic carboxylic acids.

On the Mechanism of Ester Aminolysis in the Presence of Alkylammonium Carboxylate Reversed Micelles

The mechanism of ester aminolysis by alkylammonium carboxylate reversed micelles was examined.There are two possible pathways, one involving the carboxylate group of the surfactant acting as a general base and another in which it is acting as a nucleophile.The latter mechanism involves the formation of a mixed anhydride (derived from the surfactant and the ester) leading, on aminolysis, to two amides.It was not possible to detect the formation of the intermediate anhydride.Careful analysis of the reaction products showed that only one amide, that derived from ester,is formed.Thus the second mechanism is in error.The nature of the slow step was explored by studying the aminolysis of a series of esters: p-X-phenyl acetates (where X = CH3O, CH3, H, Br, CN, and NO2) by dodecylammonium propionate (DAP) and by dodecylamine plus DAP in benzene and in cyclohexane.Excellent correlations between the logarithm of the rate constant and the Hammett (?-) values were obtained.This implies that the phenoxide ion is the leaving group and that the slow step probably involves the collapse of the tetrahedral intermediate formed by the attack of the amine on the ester.Thus it appears that ester aminolysis in the micellar pseudophase and that in aprotic solvents proceed with the same mechanism and rate-limiting step.