Hexafluoroacetone → HCID 19818990, compound

Participants

Reaction Conditions

Reaction Steps

Butadiene monoepoxide (9.8 g, 0.14 mole, Aldrich Chemical Co.) was mixed with hexafluoroacetone (50 g, 0.30 mole) in a 210 ml Hastelloy®C shaker tube in the presence of tetrabutylammonium bromide (0.12 g) and water (0.12 g). The tube was sealed and heated at 80° C. for 1 hour, 100° C. for 1 hour and 120° C. for 6 hours. The product mixture was distilled to afford the desired 2,2-bis(trifluoromethyl)-4-vinyl-1,3-dioxolane, 4.0 g (12.1% yield), as a clear, colorless liquid. Bp. 78°-80° C. 1H-NMR (CDCl3): δ 5.84 (m, 1H), 5.48 (m, 2H), 4.88 (dd, J=6.6, 5.4 Hz, 1H), 4.46 (t, J=6.6 Hz, 1H), 3.87 (t, J=6.6 Hz, 1H).

Provenance & Evidence