Yates, Peter; Burke, Patrick Michael published the artcile< Keto ethers. IV. Products formed on reaction of dihydro-2,2,5,5-tetramethyl-3(2H)-furanone with strong acids>, Synthetic Route of 5455-94-7, the main research area is tetramethylfuranone rearrangement acid; furanone tetramethyl rearrangement acid.
Reaction of furanone I with 96 or ca. 100% sulfuric acid or hot polyphosphoric acid followed by aqueous quenching gave the following products: 2-hydroxy-2,5-dimethyl-4-hexen-3-one, 2,4,4-trimethyl-2-cyclopenten-1-one, 3,5,5-trimethyl-2-cyclopenten-1-one, tetrahydro-3,4,5,5-tetramethylfuran-2,3-diol, 2,5-dihydro-3,5,5-trimethyl-2-methylenefuran and its dimer, 2,5-dihydro-2,3,5,5-tetramethyl-2-furanol, 4-hydroxy-2,4-dimethyl-2-pentenoic acid γ-lactone, 2,3,5-trimethyl-2-cyclopenten-1-one (II), and tetramethylfuran (III). In 96% sulfuric acid the products arise by ring opening, ring opening followed by reclosure to carbocyclic products, Me migration from C-2 to C-3 to give rearranged furan derivatives, and oxidation In ca. 100% sulfuric acid or hot polyphosphoric acid further Me migrations can occur to give II and III.
Canadian Journal of Chemistry published new progress about Rearrangement. 5455-94-7 belongs to class tetrahydrofurans, and the molecular formula is C8H14O2, Synthetic Route of 5455-94-7.
Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem