The Use of Potassium Hydrazidooxalate in the Resolution of Racemic Ketones

Abstract

Results to date look very favorable for the use of potassium hydrazidooxalate in the resolution of racemic ketones. Condensates have been made with several carbonyls, including optically active 3-methylcyclohexanone, and the 1-brucinium salt of this condensate has been prepared. All that now remains is to prepare sufficient 1-brucinium dl-3-methylcyclohexylidenehydrazonooxalate to resolve by fractional crystallization. This procedure is discussed in David Lemal's summer report [4] and in O. B. Ramsay's 1956 summer report [15]. The latter reference discusses the fractional crystallization plan use for the successful resolution of 3-methylcyclohexanone by the use of 4-(4-carboxyphenyl) semicarbazide. [From Summary]