Chemical Properties
Colourless Liquid
Uses
Isopropyl acetoacetate is used as an intermediate for the manufacturing of agrochemicals and pharmaceutical products such as isradipine.
Uses
Isopropyl acetoacetate (IPAA) is used as intermediate for chemical synthesis. Product Data Sheet
Application
Isopropyl acetoacetate can be used as a reactant to synthesize:
Isopropyl 2-acetyl-3-phenyl-2-propenoate via Knoevenagel reaction in the presence of Ti(O-i-Pr)4.
Substituted 1,4-dihydropyridines by reacting with cinnamaldehydes and primary amines.
5-Isopropoxycarbonyl-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-thione via Biginelli reaction with benzaldehyde and thiourea.
Synthesis Reference(s)
The Journal of Organic Chemistry, 26, p. 225, 1961
DOI: 10.1021/jo01060a055
Synthesis
In a 500 ml flask equipped with stirring, a thermometer and a reflux condenser tube, 150 g (2.5 mol) of isopropanol and 0.36 g of triethylamine were added, and 210 g (2.5 mol) of bis(vinylidene) ketone was added dropwise at room temperature, and the reaction temperature was controlled to be at 70 during the reaction process, and at the end of the dropwise addition, the temperature was controlled to be at 70 and kept warm for 6 hours to end the reaction. The crude ester was distilled under negative pressure to obtain the finished product isopropyl acetoacetate 343g, yield 95.2%, content 99.3%.
