Identification of the so-called triacetonehydroxylamine as hexahydro-3,3,7,7-tetramethyl-1,2-oxazepine-5-one.

✍ Scribed by Kenner C. Rice; Ulrich Weiss

• Book ID: 104246942
• Publisher: Elsevier Science
• Year: 1973
• Tongue: French
• Weight: 176 KB
• Volume: 14
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)96010-1

✦ Synopsis

For work in progress in our laboratory, a supply of 1-hydrozy-2,2,6.6-tetrarthyl-4piperldone (1) vas required. A compound, CgH17NO2, mp. 50-51'. forwlated as 1, has been prepared in 1897 by Warrias and Lehzmtu~,~ in 10% yield, through reaction of phorone (2) ulth hydrolrylamine In methanolic sodium methozide. We readily obtained this compound by the published procedure in 14% yield; it had the expected molecular veight (171, mss spec.) snd shoved the melting point given by Uarrles and Lehmzun. aa did its hydrlodlde and benzoyl derivative. Wwever, the substance does not have the structure assigned to It. It can not be a hydrozylamine, since we find that it does not reduce Tollens' reagent at room temperature (contrery to a state-t In the literature?) and that it is not ozidized to the nitrozyl (3)