Reacción #423653

ord-5eaaa422357342b889b13c12eee6465b

Ecuación de reacción

CCOC(=O)c1cc2cccc([N+](=O)[O-])c2[nH]1
ethyl 7-nitroindole-2-carboxylate
O.[Li+].[OH-]
Lithium hydroxide hydrate
Cl
hydrochloric acid
O=C(O)c1cc2cccc([N+](=O)[O-])c2[nH]1
title compound
O=C(O)c1cc2cccc([N+](=O)[O-])c2[nH]1
7-Nitro-1H-indole-2-carboxylic acid

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Extracciónthe reaction mixture was extracted with ethyl acetate
  2. 2
    SecadoThe extract was dried over anhydrous magnesium sulfate
  3. 3
    Filtraciónfiltered
  4. 4
    workup.DISTILLATIONThe filtrate was distilled under reduced pressure

Procedimiento

Commercially available ethyl 7-nitroindole-2-carboxylate (500 mg, 2.14 mmol) was dissolved in a solvent mixture of tetrahydrofuran and water (1:1, 20 mL). Lithium hydroxide hydrate (448 mg, 10.7 mmol) was added thereto, and the mixture was stirred for 8 h at room temperature. 1N-hydrochloric acid solution was added, and the reaction mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and filtered. The filtrate was distilled under reduced pressure to give the title compound.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08889691B2uspto-grants-2014_11