Reaktion #1121716

ord-87ba805f1ada4c0cb0c7fe7447ad93d2

Reaktionsgleichung

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

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigefluxed at 60° C.
  2. 2
    Sonstige(Celsius) overnight
  3. 3
    Sonstigeis lowered to a room temperature
  4. 4
    Sonstigemethanol was evaporated from the reaction mixture
  5. 5
    ExtraktionThen, the reaction mixture was extracted three times with water (100 ml (milliliters)) and ethyl acetate (100 ml (milliliters))
  6. 6
    SonstigeWater was removed over magnesium sulfate
  7. 7
    Sonstigethe solvents were evaporated
  8. 8
    Sonstigethe resulting reaction mixture
  9. 9
    Sonstigewas purified

Vorschrift

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).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08545717B2uspto-grants-2013_10