Reacción #45547

Ecuación de reacción

water

benzene

7-bromo-2-tert-butyl-6-iodo-5-methyl-1,3-benzoxazole-4-carbonitrile

→

compound

7-Bromo-2-tert-butyl-6-(2-furyl)-5-methyl-1,3-benzoxazole-4-carbonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaby refluxing overnight
2. 2
   TemperaturaAfter cooling
3. 3
   Extracciónthe product was extracted with ethyl acetate (30 ml×2)
4. 4
   Lavadothe organic layer was washed with saturated brine (30 ml)
5. 5
   Secadodried over anhydrous magnesium sulfate
6. 6
   Concentraciónconcentrated under reduced pressure
7. 7
   OtroThe residue was purified by silica gel column chromatography (h-hexane:ethyl acetate=8:1)

Procedimiento

Bis(triphenylphosphine)palladium(II) chloride (0.5 mg, 0.72 μmol) was added to a benzene (1.0 ml) solution of 7-bromo-2-tert-butyl-6-iodo-5-methyl-1,3-benzoxazole-4-carbonitrile (I-8) (30 mg, 71.6 μmol), (2-tri-n-butylstannyl)furan (23.7 μl, 75.2 μmol), followed by refluxing overnight. After cooling, water (30 ml) was added, the product was extracted with ethyl acetate (30 ml×2), the organic layer was washed with saturated brine (30 ml), then dried over anhydrous magnesium sulfate, concentrated under reduced pressure. The residue was purified by silica gel column chromatography (h-hexane:ethyl acetate=8:1) to obtain the entitled compound (19 mg) as a colorless solid.

Fuente