Abstract
N-Allylacetoacetamide (III) was heated in conc. H2SO4 to give 2-acetonyl-5-methyl-2-oxazoline (IVb). Acidic hydrolysis of IVb afforded isopropanolamine, acetone and carbon dioxide. N-(β-Hydroxyalkyl) acetoacetamide (X) was heated under reflux with thionyl chloride in chloroform to give N-(β-chloroalkyl) acetoacetamide (XI). Treatment of XI with methanolic KOH gave 2-acetonyl-2-oxazoline (IV). When the reaction of X with thionyl chloride was carried out at room temperature, 2, 3, 4, 5-tetrahydro-1, 4-oxazepin-5-one (XII) was obtained.
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