Hydroquinone → HCID 70558999, compound

Participants

Reaction Conditions

Reaction Steps

(S)-2-((1-fluorobut-3-en-2-yl)oxy)-1-(2-fluorophenyl)ethanone oxime (67.5 g, 279.81 mmol) was dissolved in xylenes (560 mL) and hydroquinone (5.54 g, 50.36 mmol) was added. The reaction mixture was heated to reflux (heating block temperature 145° C.) for 5 hrs. The reaction was cooled to RT and the solvent was evaporated. The residue was purified by column chromatography on amino silica (30% EtOAc in hexanes) to obtain the title compound as a yellow oil (50.53 g, 75%). 1H NMR (400 MHz, CDCl3) δ ppm 3.32-3.42 (m, 1H) 3.96 (dd, J=10.11, 1.52 Hz, 2H) 4.16-4.43 (m, 2H) 4.44-4.83 (m, 2H) 5.38 (s, 1H) 7.09 (dd, J=11.75, 8.72 Hz, 1H) 7.18 (td, J=7.58, 1.26 Hz, 1H) 7.28-7.34 (m, 1H) 7.71 (br. s., 1H).

Provenance & Evidence