Reacción #416776

ord-11760dc19e9145b2a47032ce35f838be

Ecuación de reacción

O=C([O-])[O-].[K+].[K+]
potassium carbonate
CNO.Cl
N-methylhydroxylamine hydrochloride
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CC(Br)C(Br)C(=O)Cl
2, 3-dibromobutyryl chloride
CC1ON(C)C(=O)C1Br
4-bromo-2,5-dimethyl-3-isoxazolidinone
Rendimiento 57.3%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    FiltraciónAfter three days the mixture was filtered
  2. 2
    Concentraciónthe filtrate was concentrated
  3. 3
    Otrothe concentrate was chromatographed on silica gel with 40% ethyl acetate-hexane

Procedimiento

To a stirred mixture of 12.5 g (150 mmol) of N-methylhydroxylamine hydrochloride, 20.7 g (150 mmol) of potassium carbonate and 4.1 g (15 mmol) of tetrabutylammonium hydrogen sulfate in 250 ml of methylene chloride, there was added 2, 3-dibromobutyryl chloride (42 g,150 mmol) followed by the addition of 41.4 g (300 mmol) of potassium carbonate. After three days the mixture was filtered, the filtrate was concentrated and the concentrate was chromatographed on silica gel with 40% ethyl acetate-hexane to afford 16.8 g (86 mmol, 57%) of 4-bromo-2,5-dimethyl-3-isoxazolidinone.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04892870uspto-grants-1990_01