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Communication | Regular issue | Vol 32, No. 4, 1991, pp.669-673
Published online, 1st January, 1970
DOI: 10.3987/COM-91-5679
On the Reaction of 2,2,6,6-Tetramethyl-3,5-heptanedione ("Dipivaloylmethane") with Oxalyl Chloride

Gert Kollenz,* C. Oliver Kappe, and Hesham Abd el Nabey

*Institute of Organic Chemistry, University of Graz, Heinrichstr. 28, A-8010 Graz, Austria


Refluxing of dipivaloylmethane (1) in an excess of oxalyl chloride gives a mixture containing the 5-chloro-furanone derivatives (2), (3), and (4), which then can be completely converted into the 5-tert-butyl-4-pivaloylfuran-2,3-dione (5). Compounds (2-5) are hydrolyzed to the carboxylic acid (6), which in reverse is easily recyclized to 5.