反应详情

A mixture of 2,4-bis-benzyloxy-5-bromo-benzoic acid benzyl ester (10.0 g, 20 mmol), potassium isopropenyl trifluoroborate (4.0 g, 27.2 mmol) and n-butylamine (6.0 mL, 60 mmol) in 2-propanol/water (2:1, 200 mL) was purged with N2 for 5 minutes. To this mixture was added [1,1′-bis(diphenyl-phosphino)ferrocene]dichloropalladium(II) (816 mg, 1.09 mmol) and the mixture was heated at reflux for 20 h. The mixture was allowed to cool to ambient then diluted with water (400 mL) and extracted with EtOAc (2×300 mL). The combined organic extracts were washed with 1M aqueous HCl, brine, dried (MgSO4), filtered through a plug of Celite and the filtrate reduced in vacuo to give the title compound (11.1 g) as a brown gum.

1. customwas purged with N2 for 5 minutes
2. temperaturethe mixture was heated
3. temperatureat reflux for 20 h
4. temperatureto cool
5. extractionextracted with EtOAc (2×300 mL)
6. washThe combined organic extracts were washed with 1M aqueous HCl, brine
7. dry with materialdried (MgSO4)
8. filtrationfiltered through a plug of Celite