Реакция #1605819

ord-94695b419fc646338b6196916af62f96

Уравнение реакции

OCc1ccc(O)cc1
4-(Hydroxymethyl)phenol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
C=CCCBr
4-bromo-1-butene
C=CC(=O)Oc1ccc(CO)cc1
[4-(2-propenoyloxy)phenyl]methanol
Выход 30.0%

Реагенты

Нет

Растворители

Условия реакции

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

Обработка

  1. 1
    Экстракцияthe reaction solution was extracted with ethyl acetate
  2. 2
    ПромывкаThe organic layer was washed with a saturated aqueous solution of sodium chloride
  3. 3
    Сушкаdried over anhydrous magnesium sulfate
  4. 4
    Концентрированиеconcentrated under reduced pressure
  5. 5
    ДругоеThe residue was purified by flash column chromatography

Методика

4-(Hydroxymethyl)phenol (620 mg, 5.0 mmol) was dissolved in N,N-dimethylformamide (25 ml) and potassium carbonate (1.38 g, 10.0 mmol) and 4-bromo-1-butene (1.08 g, 8.0 mmol) were added thereto. After stirring at 70° C. for 4 hours, the reaction solution was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by flash column chromatography to obtain [4-(2-propenoyloxy)phenyl]methanol (267 mg).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09072734B2uspto-grants-2015_07