Reacción #1379893

Ecuación de reacción

hydroxylamine

tert-butyldiphenylsilyl chloride

N,N-diisopropylethylamine

N-methyl hydroxylamine hydrochloride

→

N-Methyl,N-(tert-butyldiphenylsilyl)hydroxylamine

Disolventes

water

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe two layers were separated
2. 2
   Extracciónthe aqueous layer was extracted with methylene chloride
3. 3
   Secadodried with magnesium sulfate
4. 4
   Filtraciónfiltered
5. 5
   Concentraciónconcentrated to dryness under reduced pressure
6. 6
   OtroThe resulting product was purified by liquid chromatography on silica gel using
7. 7
   workup.ADDITIONa mixture of hexane and ethyl acetate
8. 8
   Lavadoto elute the desired product

Procedimiento

One possible synthetic scheme for hydroxylamine derivatives involves adding tert-butyldiphenylsilyl chloride and N,N-diisopropylethylamine to a suspension of N-methyl hydroxylamine hydrochloride in dry dichloromethane. The reaction mixture was stirred followed by the addition of water. The two layers were separated and the aqueous layer was extracted with methylene chloride. The organic solutions were then combined, dried with magnesium sulfate, filtered, and concentrated to dryness under reduced pressure. The resulting product was purified by liquid chromatography on silica gel using a mixture of hexane and ethyl acetate to elute the desired product. The purification process gave N-Methyl,N-(tert-butyldiphenylsilyl)hydroxylamine (27).

Fuente