Reaction #1005957

ord-856a458285444cc1b56dcf2a6905b08d

Reaction equation

O=C1CCc2cc(Br)ccc21
5-Bromoindan-1-one
[Cl-].[NH3+]O
Hydroxylammonium chloride
CC(=O)[O-].[Na+]
sodium acetate
ON=C1CCc2cc(Br)ccc21
5-bromo-N-hydroxyindan-1-imine
Yield 95.2%

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Extractionextracted twice with ethyl acetate
  2. 2
    Washwashed with water
  3. 3
    Dryingdried over anhydrous magnesium sulfate
  4. 4
    FiltrationThe desiccant was filtered
  5. 5
    Otherseparated
  6. 6
    Otherthe solvent was evaporated off under reduced pressure

Procedure

5-Bromoindan-1-one (5.0 g) was dissolved in methanol. Hydroxylammonium chloride (2.5 g) and sodium acetate (2.9 g) were added to the solution at room temperature, and then stirred overnight. The reaction solution was diluted with water and extracted twice with ethyl acetate. The organic layers were combined, washed with water, and dried over anhydrous magnesium sulfate. The desiccant was filtered and separated, and then the solvent was evaporated off under reduced pressure to obtain 5-bromo-N-hydroxyindan-1-imine (5.1 g).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09271499B2uspto-grants-2016_03