反应详情

To 4-(benzoxazol-2-yl)benzyl alcohol (20.9 g; 100 mmol) dissolved in CH2Cl2 (330 ml) and cooled to 0°-5° C. is added thionyl bromide (9.2 ml; 120 mmol) and allowed to warm to room temperature after removing the bath. After 11/2 hours, 2,6-lutidine (11.6 ml; 100 mmol) is added to the mixture and warmed to 30° C. The reaction mixture is then diluted with CH2Cl2, washed with H2O 1×, 0.2M HCl 1×, NaHCO3 2×, brine, dried (MgSO4) and concentrated to dryness. The residue is recrystallized from EtOAc to obtain 4-(benzoxazol-2-yl)benzyl bromide as white-orange needles which is used directly in Step E.

1. temperaturecooled to 0°-5° C.
2. customafter removing the bath
3. temperaturewarmed to 30° C
4. washwashed with H2O 1×, 0.2M HCl 1×, NaHCO3 2×, brine
5. dry with materialdried (MgSO4)
6. concentrationconcentrated to dryness
7. customThe residue is recrystallized from EtOAc