Reacción #308465

Ecuación de reacción

N-trifluoroacetyl-4-chlorophenethylamine

bis(pyridine)iodonium(I)tetrafluoroborate

CF3SO3H

→

clear oil

Rendimiento 38.9%

N-Trifluoroacetyl-2-iodo-4-chlorophenethylamine

Rendimiento 38.9%

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónThe product mixture was concentrated
2. 2
   workup.DISSOLUTIONdissolved in EtOAc (100 mL)
3. 3
   Lavadowashed twice with 5% aqueous sodium bisulfite (50 mL), twice with saturated aqueous NaHCO3, (50 mL) once to with brine (50 mL)
4. 4
   Secadodried with Na2SO4
5. 5
   Concentraciónconcentrated

Procedimiento

A solution of N-trifluoroacetyl-4-chlorophenethylamine (1.6 g, 6.4 mmol) in dichloromethane (20 mL) was treated with bis(pyridine)iodonium(I)tetrafluoroborate (2.6 g, 7.0 mmol), CF3SO3H (2.1 g, 14.1 mmol) and stirred overnight at 20 C. The product mixture was concentrated, dissolved in EtOAc (100 mL), washed twice with 5% aqueous sodium bisulfite (50 mL), twice with saturated aqueous NaHCO3, (50 mL) once to with brine (50 mL), dried with Na2SO4 and concentrated to give 0.94 g of a clear oil. MS calculated for C10H8ClF3INO+H: 378, observed: 378.

Fuente