Thionyl Chloride → HCID 67171805, compound

Participants

Reaction Conditions

Reaction Steps

A stirred mixture of 3-(5-cyclohexyl-4-(trifluoromethyl)isoxazol-3-yl)-7-vinyl-3,3a,4,5-tetrahydronaphtho[1,2-c]isoxazol-3-ol and thionyl chloride (0.030 g, 0.252 mmol) in toluene (5.0 mL) and pyridine (1.5 mL) was heated at 110° C. for 10 minutes. The reaction mixture was cooled, diluted with 1 N aqueous hydrochloric acid (5.0 mL), and extracted with ethyl acetate (3×20 mL). The ethyl acetate extracts were combined and concentrated to give 3-(5-cyclohexyl-4-(trifluoromethyl)isoxazol-3-yl)-7-vinyl-4,5-dihydronaphtho[1,2-c]isoxazole [0.016 g, 0.039 mmol, 16%] as an orange solid. The product had an HPLC ret. time=4.916 min. (condition B). LC/MS M+1=415.08.

Provenance & Evidence