Curtius-Abbauに就て (第2報)

抄録

In the first communication of the present study Sugasawa and the author reported that expected results were attained by preparing benzyl carbamate instead of the ethyl ester which is usually employed in Curtius reaction and subjecting it to saponification through catalytic reduction, which might be said to be very mild conditions as compared with the ordinary process of the reaction. They have also developed a modifed method for material containing a radical susceptible to reduction in the molecule.
Since it is a well known fact that such linkages as O-CH or N-CH are not tight, the author investigated the saponification of the benzyl ester mentioned above, with the result that the decomposition of the ester was exceptionally readily accomplished only by boiling it under reflux for one half to one hour in 10 to 20 per cent hydrochloric acid or, in particular, in acetic acid of proper concentrations, producing the primary amine in satisfactory yields. This process is credited with the following advantages: (1) No expensive catalyst and reagents nor special apparatus are required, and (2) considerably large quantities of material can be treated at a time.