Lithium hydroxide, monohydrate → HCID 67169952, compound

Participants

Reaction Steps

A mixture of methyl 8-fluoro-3-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-4,5-dihydronaphtho[1,2-c]isoxazole-7-carboxylate (Preparation 67C, 0.050 g, 0.109 mmol) and lithium hydroxide monohydrate (0.005 g, 0.119 mmol) in THF (4.0 mL) and water (4 mL) was stirred at room temperature for 4 h. An additional amount of lithium hydroxide monohydrate (0.005 g, 0.119 mmol) was added and the contents stirred at room temperature for 2 h. The reaction mixture was concentrated under vacuum and the residue was partitioned between ethyl acetate (3×10 mL) and water (5.0 mL). The ethyl acetate extracts were combined, dried, and concentrated to give 8-fluoro-3-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-4,5-dihydronaphtho[1,2-c]isoxazole-7-carboxylic acid as a white solid. [40 mg, 0.090 mmol, 83%]. The product had an HPLC ret. time=4.15 min. (condition B). LC/MS M+1=445.0.

Provenance & Evidence