trans-2-Acetamidocyclohexanol (1;n = 2, R = CH3) on addition to thionyl chloride in chloroform at 0° was converted rapidly and quantitatively toD,L-2-methyl-4,5-cis-cyclohexanoöxazoline hydrochloride (2;n = 2, R = CH3) judging from shifts in the methyl proton resonances of the n.m.r. spectra of the amide and the reaction solution. The intermediate chlorosulfinate was estimated to have a half-life of less than 2.25 min. The oxazoline salt was isolated in 98% yield by sublimation of the crude productin vacuoand was identified by its i.r. and n.m.r. spectra and by its facile and almost quantitative hydrolysis tocis-2-aminocyclohexanol hydrochloride. The oxazoline salts2(n = 1, R = CH3,andn = 2, R = C6H5,) were readily obtained in 95 % yield or better by the same general method and it was shown that thetrans-2-acetamidocyclanols are the preferred starting materials for conversion tocis-2-aminocyclanol derivatives by the thionyl chloride inversion reaction. The oxazoline bases4(n = 1, R = CH3,andn = 2, R = CH3,) were readily obtained in high yield from the corresponding salts and differences in the i.r. and n.m.r. spectral characteristics of the salts and bases are reported.