Water → HCID 86663497, compound

Participants

Reaction Steps

To a 7:1 dioxane:water mixture (80 mL) containing methyl 4-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-1-naphthoate (Preparation 6, 2.9 g, 5.9 mmol) was added lithium hydroixide (430 mg, 18.0 mmol). The reaction mixture was allowed to stir at room temperature for 3 hours. Thin layer chromatography (TLC) 25:75 EtOAc:heptane showed consumption of starting material. 1N HCl (25 mL) was added. The reaction was partitioned between water (25 mL) and ethyl acetate (150 mL). The organic phase was collected, dried over Na2SO4, and concentrated under vacuum to give a solid (2.77 g, 98%). 1H NMR (CDCl3) δ ppm: 9.10 (1H), 8.82 (1H), 8.34 (1H), 7.76-7.66 (4H), 7.60 (1H), 4.32 (1H), 3.93 (1H).

Provenance & Evidence