反应详情

A 2 M solution of lithium hydroxide, monohydrate in water (1.00 mL, 2.00 mmol) was added to a solution of 4-[6-(trans-4-tert-butyl-cyclohexyloxy)-5-trifluoromethyl-naphthalen-2-yl]-4-nitro-butyric acid methyl ester (0.114 g, 0.230 mmol) in methanol (1.00 mL, 24.7 mmol) and tetrahydrofuran (1.00 mL, 12.3 mmol). The mixture was stirred at room temperate. After 2 h, HPLC analysis showed that the reaction was complete. The mixture was concentrated to dryness under reduced pressure then dissolved in methylene chloride and partitioned between 1N HCl aqueous solution. The organic phase was then dried over MgSO4, filtered, concentrated and purified by flash chromatography (0-5% MeOH in methylene chloride) to give 81.2 mg of the title compound (73% yield).

1. concentrationThe mixture was concentrated to dryness under reduced pressure
2. dissolutionthen dissolved in methylene chloride
3. custompartitioned between 1N HCl aqueous solution
4. dry with materialThe organic phase was then dried over MgSO4
5. filtrationfiltered
6. concentrationconcentrated
7. custompurified by flash chromatography (0-5% MeOH in methylene chloride)