Reacción #640575

ord-279427bedc5d4d239b00cc6dfc2c8131

Ecuación de reacción

O=C1OC(c2ccccc2)CCN1Cc1ccccc1[N+](=O)[O-]
3-(2-Nitrobenzyl)-6-phenyl-[1,3]-oxazinan-2-one
[Cl-].[NH4+]
ammonium chloride
O
water
Nc1ccccc1CN1CCC(c2ccccc2)OC1=O
3-(2-aminobenzyl)-6-phenyl-[1,3]-oxazinan-2-one
Rendimiento 99.3%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturato reflux for 1.5 hours
  2. 2
    Filtraciónthe reaction mixture was filtered with suction
  3. 3
    Extracciónextracted with ethyl acetate
  4. 4
    LavadoThe organic layer was washed with a saturated brine
  5. 5
    Secadodried over anhydrous sodium sulfate

Procedimiento

3-(2-Nitrobenzyl)-6-phenyl-[1,3]-oxazinan-2-one (1.59 g, 5.10 mmol), iron powder (1.42 g, 25.4 mmol), ammonium chloride (0.14 g, 2.62 mmol) were suspended in ethanol (30 ml) and water (15 ml) and heated to reflux for 1.5 hours. After cooling to room temperature, the reaction mixture was filtered with suction and extracted with ethyl acetate. The organic layer was washed with a saturated brine and then dried over anhydrous sodium sulfate, and 3-(2-aminobenzyl)-6-phenyl-[1,3]-oxazinan-2-one (1.43 g) was obtained by evaporating the solvent under reduced pressure.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08048825B2uspto-grants-2011_11