Реакция #155318

ord-16b0765578604f18b887cc78dc92088b

Уравнение реакции

Cc1cc(N=C(c2ccccc2)c2ccccc2)c2occc2c1
Benzhydrylidene(5-methylbenzofuran-7-yl)amine
Cl
Hydrochloric acid
[Na+].[OH-]
sodium hydroxide
Cc1cc(N)c2occc2c1
5-methylbenzofuran-7-ylamine

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Экстракцияfollowed by extraction
  2. 2
    ПромывкаThe extract was sequentially washed with an aqueous saturated sodium hydrogen solution
  3. 3
    СушкаThe organic layer was dried over magnesium sulfate
  4. 4
    Концентрированиеconcentrated to dryness under reduced pressure
  5. 5
    ДругоеThe residue was purified
  6. 6
    КонцентрированиеThe purified product was concentrated to dryness under reduced pressure

Методика

Benzhydrylidene(5-methylbenzofuran-7-yl)amine (17.9 g, 0.57 mmol) was dissolved in THF (150 ml). 5N Hydrochloric acid (50 ml) was added thereto, followed by stirring at room temperature for 2 hours. A 5N aqueous sodium hydroxide solution (40 ml) was added to the reaction mixture, followed by extraction using ethyl acetate. The extract was sequentially washed with an aqueous saturated sodium hydrogen solution and an aqueous saturated sodium chloride solution. The organic layer was dried over magnesium sulfate and concentrated to dryness under reduced pressure. The residue was purified using silica gel column chromatography (n-hexane:ethyl acetate=50:1→10:1). The purified product was concentrated to dryness under reduced pressure, giving a dark brown oily substance of 5-methylbenzofuran-7-ylamine (2.5 g, yield: 30%).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: USRE045108E1uspto-grants-2014_09