Saligenin-2-methyl ether

Benzyl alcohols are readily etherified,671 best by azeotropic distillation with benzene as carrier 672 saligenin has been converted into 2-hydroxybenzyl methyl ether by heating it with methanol in a bomb tube at 150° 673... 

The 1H-NMR and 13C-NMR spectra were obtained for each of the three components. The spectra of the components are compared with those of methyl xyloside and saligenin in Tables I and II. The spectra are consistent with the three components having been formed by the reaction of one hydroxyl substituent on methyl xyloside with the methylol group of saligenin to form an ether linkage. Formation of similar compounds has been reported on reacting carbohydrates with vanillyl alcohol (12). 

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