Reacción #657259

Ecuación de reacción

dimethyl 1-trityl-3,5-pyrazoledicarboxylate

LiAlH4

→

1-trityl-3,5-bis(hydroxymethyl)pyrazole

Rendimiento 90.0%

Disolventes

THF

Et2O

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroAfter this time, the reaction was quenched by the slow addition of 1 mL of distilled water
2. 2
   workup.ADDITIONfollowed by addition of 1 mL of 10% NaOH and 2.4 mL of water
3. 3
   OtroThe solids formed
4. 4
   Otrowere removed by filtration, and 50 mL of dichloromethane
5. 5
   workup.ADDITIONwas added to the filtrate
6. 6
   OtroThe organic phase was separated
7. 7
   Lavadowashed with distilled water
8. 8
   Otroa white microcrystalline solid was obtained
9. 9
   Otroafter evaporation of the solvent under vacuum

Procedimiento

To a solution of dimethyl 1-trityl-3,5-pyrazoledicarboxylate (3.200 g, 7.50 mmol) in dry THF (50 mL) were added 30 mL of 1.0 M LiAlH4 in Et2O. The resulting solution was stirred for about 16 h at room temperature (20-25° C.). After this time, the reaction was quenched by the slow addition of 1 mL of distilled water, followed by addition of 1 mL of 10% NaOH and 2.4 mL of water. The solids formed were removed by filtration, and 50 mL of dichloromethane was added to the filtrate. The organic phase was separated, washed with distilled water and a white microcrystalline solid was obtained after evaporation of the solvent under vacuum. Yield: 90% (2.843 g, 6.71 mmol).

Fuente