Reacción #164750

ord-9441995f7e9f438e9ef0b36e51468443

Ecuación de reacción

CC(=O)[O-].O.O.O.[Na+]
sodium acetate trihydrate
C=CCN(CC=O)C(=O)OCc1ccccc1
benzyl N-allyl-N-(2-oxoethyl)carbamate
Cl.NO
hydroxylamine hydrochloride
C=CCN(CC=NO)C(=O)OCc1ccccc1
title compound
Rendimiento 90.3%
C=CCN(CC=NO)C(=O)OCc1ccccc1
Benzyl N-allyl-N-[2-hydroxyiminoethyl]carbamate
Rendimiento 90.3%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe acetonitrile is evaporated
  2. 2
    Extracciónthe aqueous solution is extracted with ethyl acetate
  3. 3
    OtroThe organic layer is separated
  4. 4
    Secadodried over magnesium sulfate
  5. 5
    Concentraciónconcentrated under vacuum

Procedimiento

A solution of benzyl N-allyl-N-(2-oxoethyl)carbamate (25 g, 107 mmol) in acetonitrile (150 mL) is treated with hydroxylamine hydrochloride (9.68 g, 139 mmol) and a solution of sodium acetate trihydrate (16 g, 117.9 mmol) in water (75 mL). The mixture is stirred at room temperature overnight. The acetonitrile is evaporated and the aqueous solution is extracted with ethyl acetate. The organic layer is separated, dried over magnesium sulfate, and concentrated under vacuum to give the title compound (24 g, 90%). ES/MS (m/e): 249 (M+H).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08841293B1uspto-grants-2014_09