Über Reaktionen mit Betainen, 23. Mitt. Über Umsetzungen von N- und S-Betainen mit reaktiven Halogenverbindungen

摘要

Trimethylammonium acetic acid betain (1) reacts with phenacyl bromide and ethyl bromoacetate, respectively, to give the ester bromides2and7. These can be hydrolyzed with aqueous sodium hydrogencarbonate at 20 °C to yield besides1both C-benzoyl-methanol (3) and the glycolic acid ester8, respectively. The reaction can also be performed in one step by reacting the betain (1) (which can act as a base) in a double molar ratio with the active halide