Reacción #61381
ord-009a37cd18ae419ead4f70bea018eefc
Ecuación de reacción
methanol
3-cyano-1-n-propanol
triethylamine
trityl chloride
→
desired product
Rendimiento 61.7%
4-(Trityloxy)butanenitrile
Rendimiento 61.7%
Reactivos
Ninguno
Disolventes
Condiciones de reacción
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1workup.STIRRINGstirred for 1 h
- 2ConcentraciónAfter concentration
- 3Otrothe residue was purified on a column of silica gel
Procedimiento
To a solution of 3-cyano-1-n-propanol (16.85 g, 198 mmol, prepared by method of Blicke, et al., J. Org. Chem. 1961, 26, 3685) in dichloromethane (250 mL) were added triethylamine (80.1 g, 792 mmol) and trityl chloride (82.8 g, 297 mmol) at room temperature and the mixture was stirred for 16 h. To the reaction mixture was added methanol (25 mL) and stirred for 1 h. After concentration, the residue was purified on a column of silica gel using ethyl acetate and hexanes as eluent to give 40 g (61.7%) of the desired product.