Nitrobenzene → HCID 58020106, compound

Participants

Reaction Steps

Nitrobenzene (1 mL) and AlCl3 (154 mg, 1.15 mmol) were placed in an 8 mL vial with a stir bar and stirred at room temperature for 10 min. Isoxazole-5-carbonyl chloride (151 mg, 1.15 mmol) was added and the solution was allowed to stir at room temperature for another 30 minutes. Then adding I-81 (250 mg, 0.96 mmol) was added and the resulting solution was stirred at room temperature for 20 hours and heating for 1 hour. The reaction mixture was diluted with ethyl acetate (90 mL) washed with water, brine and dried over Na2SO4. After filtration and removal of solvent, the residue was purified by silica gel column chromatography with ethyl acetate/hexane to yield 100 mg (32%) of P-129. 1H NMR (400 MHz, CDCl3) 3.91 (s, 3H) 6.71-6.78 (m, 1H) 7.10-7.15 (m, 1H) 7.52-7.64 (m, 1H) 7.57-7.64 (m, 1H), 7.72-7.77 (m, 1H) 8.21-8.30 (m, 1H) 8.44-8.47 (m, 1H), 8.48-8.53 (m, 1H), 12.62 (s, 1H) ppm.

Provenance & Evidence