反应详情

温度

25 °C

A solution of 3-cyclopentyl-2-(4-trifluoromethanesulfonyl-phenyl)propionic acid methyl ester (708.2 mg, 1.94 mmol) in tetrahydrofuran (2.4 mL) was treated with a 0.8M aqueous lithium hydroxide solution (3.6 mL, 2.92 mmol). The reaction mixture was stirred at 25° C. for 23 h and then concentrated in vacuo to remove tetrahydrofuran. The remaining aqueous layer was acidified to pH=2 with a 10% aqueous hydrochloric acid solution and then extracted with ethyl acetate (2×100 mL). The combined organic layers were washed with a saturated aqueous sodium chloride solution (1×100 mL), dried over sodium sulfate, filtered, and concentrated in vacuo to afford a cream solid. This solid was purified by triturating with diethyl ether/petroleum ether to provide pure 3-cyclopentyl-2-(4-trifluoromethanesulfonyl-phenyl)propionic acid (527.0 mg, 77%) as a white solid: mp 143-145° C.; EI-HRMS m/e calcd for C15H17F3O4S (M+) 350.0800, found 350.0816.

1. concentrationconcentrated in vacuo
2. customto remove tetrahydrofuran
3. extractionextracted with ethyl acetate (2×100 mL)
4. washThe combined organic layers were washed with a saturated aqueous sodium chloride solution (1×100 mL)
5. dry with materialdried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. customto afford a cream solid
9. customThis solid was purified
10. customby triturating with diethyl ether/petroleum ether