ON THE REACTION OF 2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONE ("DIPIVALOYLMETHANE") WITH OXALYL CHLORIDE

Article abstract of DOI:10.3987/COM-91-5679

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.