Reaktion #640578

ord-b0ea6a79bffb414bbdee97d0b8a8168e

Reaktionsgleichung

CC1CCN(Cc2ccccc2[N+](=O)[O-])C(=O)OC1
6-Methyl-3-(2-nitrobenzyl)-[1,3]-oxazepan-2-one
[Cl-].[NH4+]
ammonium chloride
O
water
CC1CCN(Cc2ccccc2N)C(=O)OC1
3-(2-aminobenzyl)-6-methyl-[1,3]-oxazepan-2-one
Ausbeute 60.2%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturto reflux for one hour
  2. 2
    Filtrationthe reaction mixture was filtered with suction
  3. 3
    Extraktionextracted with ethyl acetate
  4. 4
    WaschenThe organic layer was washed with a saturated brine
  5. 5
    Trocknendried over anhydrous sodium sulfate

Vorschrift

6-Methyl-3-(2-nitrobenzyl)-[1,3]-oxazepan-2-one (1.91 g, 7.23 mmol), iron powder (2.02 g, 36.2 mmol), ammonium chloride (0.19 g, 3.55 mmol) were suspended in ethanol (30 ml) and water (15 ml) and heated to reflux for one hour. 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-methyl-[1,3]-oxazepan-2-one (1.02 g) was obtained by evaporating the solvent under reduced pressure.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08048825B2uspto-grants-2011_11