Reaction #939043

ord-550fb20a8dc44c6884b7407be3d69e6e

Reaction equation

O=[N+]([O-])c1c(O)cccc1O
2-Nitroresorcinol
Nc1c(O)cccc1O
desired compound
Yield 97.0%
Nc1c(O)cccc1O
2-Aminoresorcinol
Yield 97.0%

Reagents

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherInsolubles were removed by filtration
  2. 2
    workup.DISTILLATIONthe solvent was distilled off under reduced pressure

Procedure

2-Nitroresorcinol (1.00 g, 6.45 mmol) was dissolved in ethanol (10 mL). The solution was then stirred for 6 hours at room temperature in the presence of 10% Pd/C (340 mg, 0.32 mmol) under hydrogen gas atmosphere. Insolubles were removed by filtration, and the solvent was distilled off under reduced pressure, to give 779 mg (yield 97%) of the desired compound in the form of a brown crystalline product.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07253154B2uspto-grants-2007_08