Acetic Acid → 2-Acetylamino-2-acetylaminomethyl-bicyclo[3.2.1]octane

Participants

Reaction Steps

The procedure is as in Example 1, but starting from 2-acetylamino-2-cyano-bicyclo[3.2.1]octane (9 g), in the form of the mixture of the exo and endo racemates in a ratio of (8/1), in acetic acid (140 cc) and acetic anhydride (8.8 cc), in the presence of Adams platinum oxide (0.9 g); by chromatographing the residue from the evaporation on a column 5.5 cm in diameter containing silica gel (250 g), eluting with a mixture of ethyl acetate and ethanol (75/25 by volume) and collecting fractions of 100 cc. The fractions between 1400 and 3100 cc are concentrated to dryness. 2-Acetylamino-2-acetylaminomethyl-bicyclo[3.2.1]octane (9.75 g) is thus obtained in the form of fine white crystals which melt at 92°-3° C.

Provenance & Evidence