反应详情

温度

91 °C

To a 5-l, 3-neck round-bottom flask fitted with a stirring paddle, a condenser blanketed with nitrogen, and a thermocouple, was added 4-(7-bromo-5-cyano-1,3-benzoxazol-2-yl)benzoate (55.5 g, INTERMEDIATE 35), toluene (2 l), water (375 ml), ethanol (150 ml), 2M aqueous sodium carbonate (250 ml), and isoprenylboronic acid (83.4 g, INTERMEDIATE 37). The mixture was purged with nitrogen three times and then tetrakis(triphenylphosphine)palladium(0) (9.1 g) was added, and the mixture was purged three times with nitrogen. The mixture was heated to reflux (91° C.) and stirred at this temperature overnight. The mixture was then cooled to 20° C. and the product was filtered, washed with water, dried, and transferred to a 3-l round-bottom flask and rinsed with toluene (1 l). Residual solvent was removed in vacuo. Mass spectrum (ESI) 319.1 (M+1).

1. customThe mixture was purged with nitrogen three times
2. additiontetrakis(triphenylphosphine)palladium(0) (9.1 g) was added
3. customthe mixture was purged three times with nitrogen
4. temperatureThe mixture was heated
5. temperatureThe mixture was then cooled to 20° C.
6. filtrationthe product was filtered
7. washwashed with water
8. customdried
9. customtransferred to a 3-l round-bottom flask
10. washrinsed with toluene (1 l)
11. customResidual solvent was removed in vacuo