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Others, however, insist that such a usage is an abuse of terminology, and limit the Michael addition to the formation of carbon–carbon bonds through the addition of carbon nucleophiles. The terms oxa-Michael reaction and aza-Michael reaction [2] have been used to refer to the 1,4-addition of oxygen and nitrogen nucleophiles, respectively. The ...
To manufacture a polyaspartic ester, an amine is reacted with dialkyl maleate by the aza-Michael reaction. [8]Diethyl maleate is the usual maleate used. This converts the primary amines to secondary amines and also introduces bulky groups to the molecule which causes steric hindrance, slowing the reaction down.
The Stork enamine alkylation involves the addition of an enamine to a Michael acceptor (e.g., an α,β -unsaturated carbonyl compound) or another electrophilic alkylation reagent to give an alkylated iminium product, which is hydrolyzed by dilute aqueous acid to give the alkylated ketone or aldehyde. [1]
In this situation, an amine is reacted with a dialkyl maleate - usually diethyl maleate but also dibutyl maleate may be used- utilizing the Michael addition reaction. The resulting products, polyaspartic esters products are then used in coatings, adhesives, sealants and elastomers. [6]
The standard industrial reaction for producing methyl acrylate is esterification of acrylic acid with methanol under acid catalysis (sulfuric acid, p-toluenesulfonic acid or acidic ion exchangers. [7]). The transesterification is facilitated because methanol and methyl acrylate form a low boiling azeotrope (boiling point 62–63 °C). [8]
Indole is a particularly active substrate; the reaction provides gramine derivatives. The Mannich reaction can be considered to involve a mixed-aldol reaction, dehydration of the alcohol, and conjugate addition of an amine (Michael reaction) all happening in "one-pot". Double Mannich reactions can also occur.
An example of nitro group reduction to an amine using SnCl 2 and HCl was also disclosed by Duden and co-workers, thus representing the first use of the nitro-Mannich reaction to prepare polyamines. The next report did not appear until 1931, [ 9 ] when Cerf de Mauny conducted a thorough study of Henry’s original work using hemiaminals.
The vinylsulfone group reacts with the nucleophilic functional groups of the fibers by Michael addition to form a covalent ether bond: Reaction of vinyl sulfone compounds with hydroxyl groups of cellulose (HO-CELL) An unfavorable side reaction in the dyeing process is the conversion of the vinylsulfone group to the 2-(hydroxy)ethylsulfonyl ...