反应详情

A solution of (S)-3-(3-nitro-pyrazol-1-yl)propane-1,2-diol (1.00 g, 5.35 mmol) in acetone (10 mL) was treated with concentrated sulfuric acid (5 drops) and 2,2-dimethoxypropane (3.34 g, 32.09 mmol). The reaction mixture was stirred for 5 h at room temperature. Upon completion of the reaction the mixture was concentrated at reduced pressure and then diluted with ethyl acetate, washed with a saturated sodium bicarbonate solution, a saturated sodium chloride solution and dried over magnesium sulfate The crude product obtained was purified by ISCO flash chromatography (Teledyne Isco RediSep Flash Column 40 g; 0% to 80% ethyl acetate/hexanes) to afford 1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl-methyl)-3-nitro-1H-pyrazole (0.70 g, 58%) as a yellow oil: LR-ES-MS m/z calculated for C9H13N3O4 [M]+ 227, observed 228 [M+H]+.

1. customUpon completion of the reaction the mixture
2. concentrationwas concentrated at reduced pressure
3. additiondiluted with ethyl acetate
4. washwashed with a saturated sodium bicarbonate solution
5. dry with materiala saturated sodium chloride solution and dried over magnesium sulfate The crude product
6. customobtained
7. customwas purified by ISCO flash chromatography (Teledyne Isco RediSep Flash Column 40 g; 0% to 80% ethyl acetate/hexanes)