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tert-Butyl acetoacetate is used as intermediate for the syntheses of different organic chemicals. Raw material in pharmaceutical Industry, In agrochemical industry. Reagent for Acyloin synthesis and ?,β - unsaturated ketones synthesis.
J. Stewart Witzeman.; W. Dell Nottingham. Transacetoacetylation with tert-butyl acetoacetate: synthetic applications. J. Org. Chem. 1991, 56, (5), 1713-1718.
Anthony F. Garito.; Bradford B. Wayland. Thermodynamics and magnetic resonance of five-coordinate copper tert-butyl acetoacetate-pyridine adducts in cyclohexane. J. Am. Chem. Soc. 1969, 91, (4), 866-872.
Alternative to Ethyl acetoacetate, A12544, allowing decarboxylative cleavage of the ester group by acid catalyzed thermolysis, as in a general synthesis of ɑß-unsaturated ketones: Acta Chem. Scand., 17, 2216 (1963). Application in the synthesis of acyloins: Arkiv. Chem., 17, 457 (1961); levulinic acids and δ-keto nitriles: Acta Chem. Scand., 16, 1191, 1324 (1962). Alkylation, NBS bromination and decarboxylative cleavage provide a sequence for the regiospecific synthesis of ɑ-bromo ketones: Synth. Commun., 25, 1045 (1995).
The dimetallated species reacts selectively with electrophiles at the 4-position: J. Am. Chem. Soc., 96, 1082 (1974); J. Org. Chem., 43, 788 (1978).
Gefahrenhinweise (EU): H227
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