Reacción #2045020

ord-979c1d994dc040a9be53471a14f4c4a7

Ecuación de reacción

O=[N+]([O-])c1ccc(O)cc1
4-Nitro phenol
O=C([O-])[O-].[K+].[K+]
K2CO3
COC(=O)CCl
methyl chloroacetate
COC(=O)COc1ccc([N+](=O)[O-])cc1
31
Rendimiento 72.5%
COC(=O)COc1ccc([N+](=O)[O-])cc1
Methyl(4-Nitro phenoxy)acetate
Rendimiento 72.5%

Reactivos

Ninguno

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturarefluxed for 12 hours
  2. 2
    workup.DISTILLATIONAcetone was distilled off
  3. 3
    workup.ADDITIONwater (1500 ml) added
  4. 4
    FiltraciónCrude 31 was filtered
  5. 5
    Otrodried
  6. 6
    Otrorecrystallised from a mixture of ethyl acetate:hexane (1:5)

Procedimiento

To a mixture of 4-Nitro phenol (100 g, 719 mmol) and anhydrous K2CO3 (400 g, 2.894 moles) in anhydrous acetone (950 ml) was added methyl chloroacetate (114 g, 1.050 moles) and refluxed for 12 hours. Acetone was distilled off and water (1500 ml) added. Crude 31 was filtered, dried and recrystallised from a mixture of ethyl acetate:hexane (1:5) to give pure 31 (110 g, 72.5%) as a white fluffy powder. M.p: 97-98.4° C.

Fuente

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