Реакция #46168

ord-aa319d98b94f435396b145547cac0460

Уравнение реакции

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
Выход 45.0%

Растворители

Условия реакции

Температура
70°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ЭкстракцияThe organic layer extracted with ethyl acetate
  2. 2
    Промывкаwas washed with distilled water
  3. 3
    Сушкаdried over anhydrous magnesium sulfate
  4. 4
    Концентрированиеconcentrated
  5. 5
    Другоеthe resulting residue was purified by column chromatography (ethyl acetate:hexane=1:2)

Методика

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,

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07741323B2uspto-grants-2010_06