Synthesis of 3-(Organyloxymethyl)oxazolidines.

The condensation/heterocyclization of 2-aminoethanol with formaldehyde and various alcohols afforded 3-(organyloxymethyl)-1,3-oxazolidines. Their yields depended on the nature of the hydroxy compound and increased in parallel with its size. 3,3′-Methylenebis(1,3-oxazolidine) was formed as by-product; it was also synthesized independently by the condensation of 2-aminoethanol with formaldehyde at a ratio of 2:3. Physico-chemical characteristics and 13C NMR spectra of the synthesized compounds are given. NMR signals were assigned using 13C–{1H} heteronuclear double-resonance technique. [ABSTRACT FROM AUTHOR]