Transesterification of Methyl Methacrylate with Amino Alcohols. Preparation of a Primary Aminoalkyl Methacrylate and 2-Isopropenyl-4,4-dimethyloxazoline¹

Acrylic Acid and Derivatives

“…In general, they are produced in direct or transesterification batch processes (17,103,104) because of their relatively low volume. Direct, acid catalyzed esterification of acrylic acid is the main route for the manufacture of higher alkyl esters.…”

“…The method is particularly useful for the preparation of functional monomers which cannot be prepared by direct esterification. Dialkylaminoethyl acrylic esters are readily prepared by transesterification of the corresponding dialkylaminoethanol (104,105). Catalysts include strong acids and tetraalkyl titanates for higher alkyl esters; and titanates, sodium phenoxides, magnesium alkoxides, and dialkyltin oxides, as well as titanium and zirconium chelates, for the preparation of functional esters.…”

Synthesis of bis-2-oxazolines containing inner unsaturation and their hydrolysis to phenylenediacrylic acids

“…From the point of view of polymer chemistry, derivatives of 2-oxazolines containing unsaturation and/or other functional group are desirable. 2-Vinyl-and 2-isopropenyl-2-oxazolines can be prepared by the reaction of acrylic and methacrylic acid esters with amino alcohols followed by cyclocondensation of the corresponding hydroxyamides under acidic condition [7][8][9][10]. Unsaturated 2-oxazolines can also be prepared from vinyl aziridines [11], (meth)acrylonitrile, and diols [12] or amino alcohols [13].…”

A Facile Synthesis of 2-Oxazolines via Dehydrative Cyclization Promoted by Triflic Acid

“…Saito and co-workers demonstrated a phosphorusbased organocatalytic dehydrative cyclization approach [57] (Figure 2a). In addition, one example of cyclization catalyzed by sulfuric acid was also reported but under harsh high-temperature conditions [58]. While these methods avoid using stoichiometric dehydration agents and thus have higher atom economy, the requirement for specific catalysts and forcing azeotropic reflux conditions might limit their industrial application.…”