Reaktion #46168

ord-aa319d98b94f435396b145547cac0460

Reaktionsgleichung

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
Ausbeute 45.0%

Lösungsmittel

Reaktionsbedingungen

Temperatur
70°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    ExtraktionThe organic layer extracted with ethyl acetate
  2. 2
    Waschenwas washed with distilled water
  3. 3
    Trocknendried over anhydrous magnesium sulfate
  4. 4
    Einengenconcentrated
  5. 5
    Sonstigethe resulting residue was purified by column chromatography (ethyl acetate:hexane=1:2)

Vorschrift

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,

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07741323B2uspto-grants-2010_06