Reacción #5567

Ecuación de reacción

3-amino-1-propanol

triethylamine

methylsulfonyl chloride

→

desired product

Rendimiento 69.8%

3-methylsulfonylamino-1-methylsulfonyloxypropane

Rendimiento 69.8%

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturacooling
2. 2
   workup.STIRRINGthe mixture was stirred at room temperature for 30 minutes
3. 3
   LavadoThe reaction mixture was washed in turn with an aqueous sodium bicarbnonate and water
4. 4
   Otrodried
5. 5
   workup.DISTILLATIONAfter the solvent was distilled off
6. 6
   Otrothe residue was purified by column chromatography (eluent: ethyl acetate)

Procedimiento

To a solution of 3-amino-1-propanol (11.47 ml, 150 mmoles) and triethylamine (46 ml, 330 mmoles) in dichloromethane (250 ml) was added methylsulfonyl chloride (25.5 ml, 330 mmoles) with stirring under ice-cooling and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was washed in turn with an aqueous sodium bicarbnonate and water and dried. After the solvent was distilled off, the residue was purified by column chromatography (eluent: ethyl acetate) to obtain 24.22 g of the desired product (69.8%, white crystals).

Fuente