Reacción #416776
ord-11760dc19e9145b2a47032ce35f838be
Ecuación de reacción
potassium carbonate
N-methylhydroxylamine hydrochloride
potassium carbonate
2, 3-dibromobutyryl chloride
→
4-bromo-2,5-dimethyl-3-isoxazolidinone
Rendimiento 57.3%
Reactantes
Reactivos
Disolventes
Condiciones de reacción
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1FiltraciónAfter three days the mixture was filtered
- 2Concentraciónthe filtrate was concentrated
- 3Otrothe 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.