Sodium Hydroxide → HCID 136078238, compound

Participants

Reaction Conditions

Reaction Steps

To a solution consisting of 1-{3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-4-phenyl-isoxazol-5-yl}-cyclopropanecarboxylic acid methyl ester (Example 1, Compound D, 10 g) in tetrahydrofuran (100 mL) is added a 50 wt % sodium hydroxide in water solution (10 mL). The mixture is heated to 60° C. for 18 hours. The reaction mixture is concentrated under reduced pressure and partitioned between diethyl ether and water. The aqueous layer is washed with diethyl ether and acidified to pH 5 with concentrated aqueous hydrochloric acid. The aqueous phase is extracted with ethyl acetate. The combined extracts are washed with water and brine solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to afford the title compound (5.64 g); MS (APCI+) m/z 322 (MH+.)

Provenance & Evidence