Triethyl phosphite → HCID 90403989, Verbindung
Reaktionsgleichung
[Br:1][C:2]1[C:3]([F:12])=[CH:4][C:5]2[C:6]([CH:11]=1)=[N+:7]([O-])[O:8][N:9]=2.C(OP(OCC)OCC)C>C(O)C>[Br:1][C:2]1[C:3]([F:12])=[CH:4][C:5]2=[N:9][O:8][N:7]=[C:6]2[CH:11]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 45 °C
Versuchsvorschrift
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.