O-Acylation using organothallium compounds
OwnerEdward C. Taylor, Alexander McKillopinventors
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Abstract
Thallous salts of .beta.-dicarbonyl compounds, prepared by reaction of the .beta.-dicarbonyl compounds with a thallous alkoxide, are treated with alkyl halides to give C-alkyl products in high yield, with acyl halides at room temperature to give C-acyl products, and with acyl halides at low temperatures to give O-acyl products. Thallous phenolates are esterified with acyl or aroyl halides. Anhydrides are also prepared, as are biaryls and bi-sec-alkyls. N-Heterocyclics, including purines and pyrimidines, are N-alkylated. Lactams are O-acylated or N-alkylated.
Claims7
A process for O-acylating a .beta.-dicarbonyl compound, said .beta.-dicarbonyl compound having a methylene group between the carbonyl groups, comprising treating the thallous salt of such a .beta.-dicarbonyl compound, prepared by reaction of the .beta.-dicarbonyl compound with a thallous lower with a lower alkanoyl halide of up to 10 carbon atoms at a temperature of about -78.degree..
Dependencies are inferred from the claim text.