Carbon tetrabromide → HCID 67983924, compound

Participants

Reaction Steps

Into a 100 mL round bottom flask was placed (5-cyclopropyl-3-(o-tolyl)isoxazol-4-yl)methanol (1.86 g, 8.11 mmol), triphenylphosphine (3.50 g, 12.2 mmol, 1.5 equiv) and dichloromethane (50 mL). The mixture was stirred until completely dissolved, and then slowly cannulated dropwise into a stirring solution of carbon tetrabromide (4.00 g, 12.2 mmol, 1.5 eq) in dichloromethane (20 mL). The solution was stirred for one hour and the solvent was then evaporated in vacuo. The crude residue was purified by silica gel chromatography using a 0-50% gradient of ethyl acetate/hexanes. The desired product was obtained as a yellow oil. MS m/z 292.0/294.0 (M+1, Br79/Br81 isotope pattern).

Provenance & Evidence