反应详情

3-Hydroxymethyl-5-phenylisoxazole (2.10 g, 12 mmol) was refluxed with triphenylphosphine (3.14 g, 12 mmol) in carbon tetrachloride (40 ml) overnight. After cooling the solvent was removed under reduced pressure and the residue taken up in ether, the solution filtered and concentrated to give an oil. This material was filtered through a plug of silicagel (5 g, ether-hexane 1:1) to remove triphenylphosphine oxide then crystallised to give the title compound (1.33 g, 6.9 mmol, 58%); m.p. 48°-9° C.; νmax (CHCl3) 3000, 1610, 1590, 1570, 1450, 1265, 945, 690 cm-1 ; δH (CDCl3) 4.55(2H,s,CH2Cl), 6.55(1H,s,CH-het) 7.2-8.0(5H,m,Ph).

1. temperatureAfter cooling the solvent
2. customwas removed under reduced pressure
3. filtrationthe solution filtered
4. concentrationconcentrated
5. customto give an oil
6. filtrationThis material was filtered through a plug of silicagel (5 g, ether-hexane 1:1)
7. customto remove triphenylphosphine oxide
8. customthen crystallised