Reacción #11327

Ecuación de reacción

water

1,2,4-triazole

Sodium hydride

tritylchloride

→

1-trityl-1H-1,2,4-triazole

Rendimiento 47.0%

Disolventes

DMF

hexane

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGAfter stirring for 1.5 hours at room temperature, to the reaction mixture
2. 2
   OtroThe precipitated crystal was collected by filteration
3. 3
   Lavadowashed with water
4. 4
   workup.DISSOLUTIONdissolved in CHCl3 (800 ml)
5. 5
   Otrodried
6. 6
   OtroThe solvent was evaporated
7. 7
   OtroThe obtained residue was chromatographed on silica gel (ethylacetate
8. 8
   ConcentraciónThe fraction of the objective was concentrated

Procedimiento

Sodium hydride (60% dispersion in mineral oil, 13.8 g, 345 mmol) was washed with hexane and suspended in DMF (150 ml). At an ice bath temperature, 1,2,4-triazole (total; 20.7 g, 300 mmol) was added thereto in four divisions. After stirring for 30 minutes, to the mixture was added tritylchloride (total; 83.7 g, 300 mmol) in seven divisions and additionally added DMF (50 ml). After stirring for 1.5 hours at room temperature, to the reaction mixture was added water (600 ml). The precipitated crystal was collected by filteration, washed with water, dissolved in CHCl3 (800 ml) and dried. The solvent was evaporated. The obtained residue was chromatographed on silica gel (ethylacetate:CHCl3=1:2, v/v). The fraction of the objective was concentrated to give 1-trityl-1H-1,2,4-triazole (43.9 g). Yield: 47%.

Fuente