Cesium carbonate → HCID 66721612, compound

Participants

Reaction Steps

A slurry of 3-nitro-5-(trifluoromethyl)phenol (0.658 g, 3.17 mmol), cesium carbonate (3.10, 9.52 mmol) and [(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl trifluoromethanesulfonate (1.00 g, 3.49 mmol) in DMF (10 mL) was heated at 60° C. for 56 h. The reaction mixture was allowed to cool to rt and filtered. The filtrate was diluted with EtOAc and washed with water and brine, dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography to give (4R)-2,2-dimethyl-4-{[3-nitro-5-(trifluoromethyl)-phenoxy]methyl}-1,3-dioxolane (770 mg, 75%) of as pale yellow oil. 1H NMR (400 MHz,CDCl3, HCl salt) δ: 8.10 (s, 1H), 7.94-7.97 (m, 1H), 7.51 (s, 1H), 4.49-4.56 (m, 1H), 4.09-4.23 (m, 3H), 3.92 (q, 1H), .1.45 (s, 3H), and 1.41 (s, 3H).

Provenance & Evidence