Water → HCID 25182555, compound

Participants

Reaction Steps

Jones reagent was prepared by addition of CrO3 (1 g) to H2SO4 (1 mL) and addition of water to bring the total volume to 4 mL. 3-(2′,4′-difluorobiphenyl-3-yl)-6-(2-hydroxyethyl)-6-phenyl-1,3-oxazinan-2-one (100 mg, 0.24 mmol) was dissolved in acetone (2 mL), and cooled in an ice bath. Jones reagent (0.2 mL) was slowly added to the mixture and the reaction mixture was stirred overnight. Solvent was removed in vacuo and the obtained residue was purified by preparative HPLC to afford 2-(3-(2′,4′-difluorobiphenyl-3-yl)-2-oxo-6-phenyl-1,3-oxazinan-6-yl)acetic acid (20 mg, yield 19%). 1H NMR (400 MHz, CDCl3): δ=2.7-2.9 (m, 4H), 3.55 (m, 2H), 6.86 (m, 2H), 7.05 (m, 1H), 7.19 (m, 1H), 7.33 (m, 5H), 7.44 (m, 3H).

Provenance & Evidence