Reacción #2069955

ord-e55de787c9f54034b5163dcae347d8a0

Ecuación de reacción

O=C[O-].[NH4+]
ammonium formate
COc1cccc(C(O)C[N+](=O)[O-])c1
compound
COc1cccc(C(O)C[N+](=O)[O-])c1
1-(3-Methoxyphenyl)-2-nitro-1-ethanol
COc1cccc(C(O)CN)c1
title compound
Rendimiento 72.6%
COc1cccc(C(O)CN)c1
2-Amino-1-(3-methoxyphenyl)-1-ethanol
Rendimiento 72.6%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe catalyst was removed by filtration
  2. 2
    workup.ADDITIONthe filtrate was diluted with ether
  3. 3
    Otroprecipitates
  4. 4
    Otrowere removed by filtration
  5. 5
    Concentraciónthe obtained filtrate was concentrated

Procedimiento

Palladium-carbon (10%, 0.64 g) and ammonium formate (4.8 g) were added to a mixed solution of the compound of Example B142 (3.0 g, 15 mmol) in tetrahydrofuran (43 ml) and methanol (43 ml), and this mixture was stirred at room temperature for 18 hours. The catalyst was removed by filtration, the filtrate was diluted with ether, precipitates were removed by filtration, and the obtained filtrate was concentrated to give the title compound (1.82 g). This compound was used in the following reaction without further purification.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07541332B2uspto-grants-2009_06