Thermal decompositions of .beta.-nitroalkyl nitrates in olefinic solvents

Abstract

Experimental Section5a -Ketoalkyloxazines 5. General Acylation Procedure. A solution of 9 (0.02 mol) in 30 ml of tetrahydrofutan was cooled to -78°in Dry Ice-acetone and treated with 0.021 mol (1.6 M) of nbutyllithium (hexane). The system was under a nitrogen atmosphere throughout -the addition. The anion 1 appeared within 1 hr as a yellow suspension and the ester or nitrile (0.21 mole) was added all at once. The reaction was allowed, while stirring, to warm to room temperature (8-15 hr) and then poured into water and acidified (1 N hydrochloric acid). The aqueous acid solution was extracted with ether-pentane (1:1) and the extracts were discarded. The aqueous solution was neutralized with 5% sodium bicarbonate and extracted with ether, dried (NaaSCL), and concentrated. The residue was recrystallized from petroleum ether to afford pure 5 (see Table I for physical constants).