Triethylamine → HCID 86669874, compound

Participants

Reaction Steps

To a solution of 3-(5-isobutyl-4-(trifluoromethyl)isoxazol-3-yl)-7-vinyl-4,5-dihydronaphtho[1,2-c]isoxazole (Preparation 5D, 0.045 g, 0.116 mmol) in dichloromethane (10 mL) at −78° C. was passed ozone from an ozone generator until the solution turned deep blue. The reaction mixture then was purged with oxygen until the blue color disappeared and then with nitrogen for 5 min. The reaction mixture was allowed to warm to room temperature, and triethylamine (0.016 mL, 0.116 mmol) was added. The reaction mixture was stirred at room temperature for 15 min. and then concentrated under pressure to give 3-(5-isobutyl-4-(trifluoromethyl)isoxazol-3-yl)-4,5-dihydronaphtho[1,2-c]isoxazole-7-carbaldehyde (0.045 g, 85% yield) as a tan solid. The product had an HPLC ret. time=4.02 min. (condition B); LC/MS M+1=391.09.

Provenance & Evidence