反应详情

温度

80 °C

To a solution of (R)-4-Methyl-4-[6-(cis4-methyl-cyclohexyloxy)-naphthalen-2-yl]-oxazolidin-2-one (0.4420 g, 0.001302 mol) in ethanol (5.00 mL, 0.0856 mol) in a capped 40 mL vial was added 4.2 M Lithium hydroxide, monohydrate in water (2.8 mL). The mixture was heated overnight at 80° C. TLC analysis showed the reaction was complete. The mixture was concentrated to dryness under vacuum. Methylene chloride (5 mL) and water (5 mL) were added and the layers were separated (2×). The organic layer was concentrated under vacuum and purified by HPLC to give 0.0233 g of the title compound (6% yield). MS: m/z=297.29 [M-NH2]+. 1H NMR (400 MHz, MeOD) δ 0.98 (d, J=6.02 Hz, 3 H), 1.40-1.51 (m, 2 H), 1.51-1.60 (m, 3 H), 1.64-1.74 (m, 2 H), 1.79 (s, 3 H), 2.03-2.14 (m, 2 H), 3.83 (d, J=11.55 Hz, 1 H), 3.93 (d, J=11.55 Hz, 1 H), 4.69-4.77 (m, 1 H), 7.23 (dd, J=8.91, 2.38 Hz, 1 H), 7.27 (d, J=2.51 Hz, 1 H), 7.53 (dd, J=8.78, 2.01 Hz, 1 H), 7.79-7.89 (m, 3 H)

1. concentrationThe mixture was concentrated to dryness under vacuum
2. additionMethylene chloride (5 mL) and water (5 mL) were added
3. customthe layers were separated (2×)
4. concentrationThe organic layer was concentrated under vacuum
5. custompurified by HPLC