Reacción #66113

ord-c6d8aeeb84454920896084ab93b226f0

Ecuación de reacción

CNc1ccc([N+](=O)[O-])cc1
Methyl-(4-nitro-phenyl)-amine
C=CC(=O)O
acrylic acid
O=S(=O)(O)O
sulfuric acid
CN(CCC(=O)O)c1ccc([N+](=O)[O-])cc1
3-[methyl-(4-nitro-phenyl)-amino]-propionic acid
Rendimiento 91.0%

Disolventes

Condiciones de reacción

Temperatura
80°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturacooled to room temperature
  2. 2
    FiltraciónThe precipitated solid was filtered
  3. 3
    Otrodried
  4. 4
    Otroto give a crude product which
  5. 5
    Otrowas purified
  6. 6
    Lavadoby washing with diethyl ether and pentane

Procedimiento

Methyl-(4-nitro-phenyl)-amine (3.0 g, 19.7 mmol) and acrylic acid (4.06 mL, 59.2 mmol) were added at 0° C. to a solution of concentrated sulfuric acid (2.15 mL, 39.5 mmol) in water (28 mL). The reaction mixture was heated at 80° C. for 30 min, cooled to room temperature and diluted with water. The precipitated solid was filtered and dried to give a crude product which was purified by washing with diethyl ether and pentane, affording 3-[methyl-(4-nitro-phenyl)-amino]-propionic acid (4.0 g, 91%) as a yellow solid.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08524705B2uspto-grants-2013_09