Reactions with Betaines, XXIV: Reactions of Trimethylammonium Acetic Acid Betaine with Reactive Halides

Article abstract of DOI:10.1007/BF00811130

Diethyl bromomalonate and bromoacetonitrile, respectively, react with trimethylammonium acetic acid betaine in ethanol to give diethyl tartronate and glycolic acid nitrile, respectively.By analogy, ethyl α-chloroacetonate and ethyl bromopyruvate yield the respective hydroxy derivatives which were identified by their osazones 2 and 3.Under the same experimental conditions, mesoxalic acid and its dimethyl ester, respectively, are formed from dibromo malonic acid and its dimethyl ester and were characterized by their known hydrazones 8 and 9. - Keywords: Trimethylammonium acetic acid betaine; Diethyl tartronate; 1-Carbethoxy-2-methyl-(2,4-dinitrophenyl) osazone; 1-Carbetoxy-(2,4-dinitrophenyl) osazone; Glycolic acid nitrile.