Reacción #327481

Ecuación de reacción

water

sodium hydroxide

water

Ethyl 3-(1-trityl-4-imidazolyl)propionate

lithium aluminium hydride

→

3-(1-trityl-4-imidazolyl)propanol

Disolventes

tetrahydrofuran diethyl ether

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe mixture was refluxed for 3 hrs
2. 2
   Filtraciónfiltered
3. 3
   Lavadothe solid washed with tetrahydrofuran
4. 4
   SecadoThe organic phase was dried over anhydrous potassium carbonate
5. 5
   Filtraciónfiltered
6. 6
   Otroevaporated

Procedimiento

Ethyl 3-(1-trityl-4-imidazolyl)propionate (93.0 g, 223 mmol) in tetrahydrofuran/diethyl ether (1:1, 100 mL) was added dropwise to a suspension of lithium aluminium hydride (17.0 g, 446 mmol) during 1 hr. The mixture was refluxed for 3 hrs, then treated with water (100 mL), 20% sodium hydroxide (100 mL) and water (100 mL) under cooling with ice/water, filtered and the solid washed with tetrahydrofuran. The organic phase was dried over anhydrous potassium carbonate, filtered and evaporated to give 3-(1-trityl-4-imidazolyl)propanol as white solid.

Fuente