Sodium Hydroxide → HCID 58537205, compound

Participants

Reaction Steps

A solution of ethyl 4-(1,1-difluoropropyl)-5-phenylisoxazole-3-carboxylate (8.9 mg, 0.030 mmol) and 1N aqueous sodium hydroxide (36 μL, 0.036 mmol) in ethanol (1 mL) was stirred at room temperature for 30 minutes and then concentrated under reduced pressure. The residue was suspended in water (0.5 mL) and acidified with 1N aqueous hydrochloric acid to a pH of ˜3. The aqueous solution was extracted with ethyl acetate (3×2 mL), and the combined organic layers were washed with water (1 mL), washed with brine (1 mL), and dried over anhydrous sodium sulfate. Concentration under reduced pressure afforded 4-(1,1-difluoropropyl)-5-phenylisoxazole-3-carboxylic acid (8.0 mg). The compound had an HPLC ret. time=2.69 min.−Column. YMC COMBISCREEN® ODS-A 4.6×50 mm S-5; Gradient time: 4 min; Flow rate=4 ml/min; Solvent A=10% MeOH−90% Water−0.1% TFA; Solvent B=90% MeOH−10% water−0.1% TFA.

Provenance & Evidence