Réaction #1755476

ord-206b835d1a824cd7b5c7bc3d9f27e931

Équation de réaction

COC(=O)c1ccc([N+](=O)[O-])o1
methyl 5-nitro-2-furoate
[H][H]
hydrogen
→
COC(=O)c1ccc(N)o1
methyl 5-amino-2-furoate

Réactifs

COC(=O)c1ccc([N+](=O)[O-])o1
methyl 5-nitro-2-furoate
[H][H]
hydrogen

Réactifs

[Pd]
Pd/C

Solvants

CCOC(C)=O
EtOAc

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Filtrationthe mixture was filtered through a celite pad
  2. 2
    Concentrationconcentrated

Mode opératoire

A solution of 100 mg of methyl 5-nitro-2-furoate (Lancaster Synthesis, Windham, N.H., USA) in 20 ml of EtOAc was stirred with 20 mg of Pd/C (10%) under one atmospheric pressure of hydrogen gas. After at RT for 2 hours, the mixture was filtered through a celite pad and concentrated. Pure methyl 5-amino-2-furoate was obtained by purification on a fresh silica gel column eluted with 30% EtOAc in hexane.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07989434B2uspto-grants-2011_08