反应详情

Sodium hydroxide (3 M in water, 3.25 mL, 9.74 mmol) was added to a solution of (S)-2-hydroxy-3-(4-iodo-1H-pyrazol-1-yl)-2-methylpropyl 4-nitrobenzoate (2.80 g, 6.49 mmol) in acetonitrile (40 mL). The mixture was stirred at room temperature for 1 h, then concentrated under reduced pressure, diluted with EtOAc, and washed with hydrochloric acid (1N), water and brine. The organic layers were separated, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (0-10% MeOH/DCM) to afford (S)-3-(4-iodo-1H-pyrazol-1-yl)-2-methylpropane-1,2-diol. MS ESI calc'd. for C17H12N2O2 [M+H]+ 283. found 283. 1H NMR (500 MHz, DMSO-d6) δ 7.76 (s, 1H), 7.48 (s, 1H), 4.79 (t, J=5.5 Hz, 1H), 4.53 (s, 1H), 4.09-4.00 (m, 2H), 3.17-3.11 (m, 2H), 0.89 (s, 3H).

1. concentrationconcentrated under reduced pressure
2. additiondiluted with EtOAc
3. washwashed with hydrochloric acid (1N), water and brine
4. customThe organic layers were separated
5. dry with materialdried over anhydrous magnesium sulfate
6. concentrationconcentrated under reduced pressure
7. customThe residue was purified by column chromatography on silica gel (0-10% MeOH/DCM)