Reacción #48021

Ecuación de reacción

1,1′-(azodicarbonyl)dipiperidine

ethyl 5-trifluoromethyl-1H-indole-2-carboxylate

4-pyridylcarbinol

tributylphosphine

→

expected product

Rendimiento 77.5%

Ethyl 5-trifluoromethyl-1-[(pyrid-4-yl)methyl]-1H-indole-2-carboxylate

Rendimiento 77.5%

Disolventes

toluene

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   Concentraciónconcentrated under reduced pressure
2. 2
   Otrochromatographed on a column of silica (eluent: dichloromethane/methanol)

Procedimiento

A solution of 1.47 g (5.83 mmol) of 1,1′-(azodicarbonyl)dipiperidine in 50 ml of toluene is added dropwise to a solution of 1 g (3.89 mmol) of ethyl 5-trifluoromethyl-1H-indole-2-carboxylate, 0.63 g (5.83 mmol) of 4-pyridylcarbinol and 1.46 ml (5.83 mmol) of tributylphosphine in 50 ml of toluene. The reaction mixture is stirred overnight at room temperature and then concentrated under reduced pressure and chromatographed on a column of silica (eluent: dichloromethane/methanol). 1.05 g of expected product are obtained.

Fuente