Phosphorus oxychloride → 3-Chloro-6,7-difluorobenzo[d]isoxazole
反応式
[F:1][C:2]1[CH:11]=[CH:10][C:5]2[C:6](=O)[NH:7][O:8][C:4]=2[C:3]=1[F:12].O=P(Cl)(Cl)[Cl:15]>CCOCC>[Cl:15][C:6]1[C:5]2[CH:10]=[CH:11][C:2]([F:1])=[C:3]([F:12])[C:4]=2[O:8][N:7]=1参加物
4
反応条件
- 温度
- 140 °C
実験手順
TEA (5.6 ml, 40.2 mmol) was added to an ice bath cooled mixture of 6,7-difluoro-1,2-benzisoxazol-3(2H)-one (Intermediate 528, 6.88 g, 40.2 mmol) and POCl3 (13.1 ml, 141 mmol) (exotherm results) in a microwave reactor vessel and the mixture was heated at 140° C. for 6 hours in a microwave reactor. The mixture was taken up in ether and washed with Na2CO3 (2×) and brine. The combined aqueous layers were twice more extracted with ether, which was washed with Na2CO3 and brine. The combined ether layers were dried (MgSO4) and concentrated to give an oil that slowly solidified. The material was chromatographed on silica gel (hexanes followed by gradient elution to 50% CH2Cl2 in hexanes) to afford 5.64 g of product as an off-white solid.