Ethanol → HCID 178464707, compound

Participants

Reaction Conditions

Reaction Steps

(R)-4-[6-(cis-4-Cyclopentyl-cyclohexyloxy)-5-trifluoromethyl-naphthalen-2-yl]-4-methyl-oxazolidin-2-one (200 mg, 0.0005 mol) was dissolved in ethanol (2.2 g, 0.049 mol) and treated with 4.2 M lithium hydroxide, monohydrate in water (2.1 mL, 0.0090 mol). The mixture was then heated to 80° C. overnight. The reaction was then cooled to room temperature and diluted with water. Solid formed. Solid was removed via filtration and dried on the filter for 4 hours to give 158 mg the desired product as a white solid (58%). ESI-MS: 419 (M−16)+. 1H NMR (400 MHz, MeOD) δ=8.64-8.50 (m, 1H), 8.17-7.98 (m, 2H), 7.98-7.87 (m, 1H), 7.73-7.62 (m, 1H), 7.50-7.40 (m, 1H), 4.21-4.09 (m, 2H), 3.80-3.58 (m, 2H), 2.12-1.96 (m, 2H), 1.85-1.42 (m, 18H), 1.21-1.05 (m, 2H).

Provenance & Evidence