Реакция #1121716

ord-87ba805f1ada4c0cb0c7fe7447ad93d2

Уравнение реакции

Oc1ccc(O)cc1
hydroquinone
BrCCCCCCBr
1,6-dibromo hexane
[K+].[OH-]
Potassium hydroxide
Oc1ccc(OCCCCCCBr)cc1
4-(6-bromohexyloxy)phenol
Выход 39.4%

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеfluxed at 60° C.
  2. 2
    Другое(Celsius) overnight
  3. 3
    Другоеis lowered to a room temperature
  4. 4
    Другоеmethanol was evaporated from the reaction mixture
  5. 5
    ЭкстракцияThen, the reaction mixture was extracted three times with water (100 ml (milliliters)) and ethyl acetate (100 ml (milliliters))
  6. 6
    ДругоеWater was removed over magnesium sulfate
  7. 7
    Другоеthe solvents were evaporated
  8. 8
    Другоеthe resulting reaction mixture
  9. 9
    Другоеwas purified

Методика

As shown in the following Scheme, hydroquinone (1) (4.5 g (grams)) and 1,6-dibromo hexane (2) (10 g (grams)) were dissolved in methanol (100 ml (milliliters)) at a room temperature. Potassium hydroxide (2.3 g (grams)) was added to the resulting mixture solution, and then fluxed at 60° C. (Celsius) overnight. Next day, the temperature of the reaction mixture is lowered to a room temperature, and methanol was evaporated from the reaction mixture. Then, the reaction mixture was extracted three times with water (100 ml (milliliters)) and ethyl acetate (100 ml (milliliters)). Water was removed over magnesium sulfate, and the solvents were evaporated, and the resulting reaction mixture was purified using a column chromatography (developer solution: ethylacetate/hexane=1/5 volume ratio) to obtain 4.4 g (grams) of 4-(6-bromohexyloxy)phenol (3).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08545717B2uspto-grants-2013_10