Triethyl phosphite → HCID 90403989, compound

Participants

Reaction Conditions

Reaction Steps

6-bromo-5-fluorobenzo[c][1,2,5]oxadiazole 1-oxide (3.2 g, 14 mmol) was stirred in 30 mL ethanol, treated with triethylphosphite (3.4 g, 21 mmol) and heated to 45° C. After 90 min, the mixture was cooled and the volatiles were removed by rotary evaporation. The crude product was chromatographed on silica gel with a 0-10% ethyl acetate-hexane gradient to give the title compound as tan crystals (2.2 g, 73%): mp 59-61° C.; 1H NMR (400 MHz, CDCl3) δ 8.23 (dt, J=2.8, 1.4 Hz, 1H), 7.53 (m, 1H); 19F NMR (376 MHz, CDCl3) δ −96.99; EIMS m/z 216.

Provenance & Evidence