Ethanol → HCID 46196356, compound

Participants

Reaction Conditions

Reaction Steps

(R)-4-[6-(4-Isopropoxy-phenoxy)-naphthalen-2-yl]-4-methyl-oxazolidin-2-one (1.092 g, 0.002894 mol) was dissolved in ethanol (60 mL, 1 mol), followed by 4 M lithium hydroxide in water (30 mL, 0.1 mol). The reaction mixture was then heated at 80° C. for 5 hours. LCMS indicates no SM remains with mostly DP RT=1.26 min, M+1=352. All solvent was removed under reduced pressure. The solid was triturated with DCM, and the solvent was then washed with water. Organic was dried over MgSO4, filtered and concentrated to dryness. Residue was then placed on the high vac for 5 hours. 1H NMR and LCMS were consistent with structure. ESI-MS: 360 (M-16)+ 1H NMR (400 MHz, CHLOROFORM-d) δ=7.88-7.67 (m, 3 H), 7.50-7.21 (m, 5 H), 7.00 (m, 2 H), 6.45-6.13 (m, 1 H), 4.82-4.67 (m, 1 H), 4.43 (s, 2 H), 2.17 (s, 3 H), 1.46-1.28 (d, J=9.0 Hz, 6 H)

Provenance & Evidence