Reacción #46168

ord-aa319d98b94f435396b145547cac0460

Ecuación de reacción

NO
Hydroxy amine
N#CC1=C(c2ccccc2)c2ccc(OCCCc3ccccc3)cc2C1=O
1-Oxo-3-phenyl-6-(3-phenylpropoxy)-1H-indene-2-carbonitrile
Cl
hydrochloric acid
c1ccncc1
pyridine
N#CC1=C(c2ccccc2)c2ccc(OCCCc3ccccc3)cc2C1=NO
1-hydroxy imino-3-phenyl-6-(3-phenylpropyloxy)-1H-indene-2-carbonitrile
Rendimiento 45.0%

Disolventes

Condiciones de reacción

Temperatura
70°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    ExtracciónThe organic layer extracted with ethyl acetate
  2. 2
    Lavadowas washed with distilled water
  3. 3
    Secadodried over anhydrous magnesium sulfate
  4. 4
    Concentraciónconcentrated
  5. 5
    Otrothe resulting residue was purified by column chromatography (ethyl acetate:hexane=1:2)

Procedimiento

1-Oxo-3-phenyl-6-(3-phenylpropoxy)-1H-indene-2-carbonitrile (200 mg, 0.547 mmol) was dissolved in ethanol. Hydroxy amine.hydrochloric acid (114 mg, 1.64 mmol) and pyridine (173 mg, 2.18 mmol) were added thereto and the mixture was stirred for 4 hours at 70° C. The organic layer extracted with ethyl acetate was washed with distilled water, dried over anhydrous magnesium sulfate, concentrated, and the resulting residue was purified by column chromatography (ethyl acetate:hexane=1:2) to obtain trails 1-hydroxy imino-3-phenyl-6-(3-phenylpropyloxy)-1H-indene-2-carbonitrile (95 mg, yield 45%) as a red solid,

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07741323B2uspto-grants-2010_06