Reacción #2045033

ord-f716176133be4fa3bc40ae584ace98cd

Ecuación de reacción

O=C(COc1ccc([N+](=O)[O-])cc1)OCCO
(4-Aminophenoxy)acetic acid methyl ester
O=C(COc1ccc([N+](=O)[O-])cc1)OCCO
(4-Nitro-phenoxy)-acetic acid-2-hydroxy-ethyl ester
Nc1ccc(OCC(=O)OCCO)cc1
46
Rendimiento 22.8%
Nc1ccc(OCC(=O)OCCO)cc1
(4-Amino-phenoxy)-acetic acid 2-hydroxy-ethyl ester
Rendimiento 22.8%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe catalyst was removed by filtration, ethyl acetate
  2. 2
    workup.DISTILLATIONwas distilled off
  3. 3
    workup.ADDITIONhexane was added
  4. 4
    FiltraciónThe solid product was filtered
  5. 5
    Otrodried

Procedimiento

(4-Aminophenoxy)acetic acid methyl ester 41 (1 g, 4.15 mmol) was dissolved in ethyl acetate in a pressure vessel, palladium on carbon (5%, 0.5 g) was added and the mixture was stirred under an atmosphere of hydrogen (0.5 Kg) for one hour. The catalyst was removed by filtration, ethyl acetate was distilled off and hexane was added. The solid product was filtered and dried to give pure 46 (0.2 g, 22.8%) as a brown powder. M.p: 104-106.3° C.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08409559B2uspto-grants-2013_04