Reacción #1121716

ord-87ba805f1ada4c0cb0c7fe7447ad93d2

Ecuación de reacción

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

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrofluxed at 60° C.
  2. 2
    Otro(Celsius) overnight
  3. 3
    Otrois lowered to a room temperature
  4. 4
    Otromethanol was evaporated from the reaction mixture
  5. 5
    ExtracciónThen, the reaction mixture was extracted three times with water (100 ml (milliliters)) and ethyl acetate (100 ml (milliliters))
  6. 6
    OtroWater was removed over magnesium sulfate
  7. 7
    Otrothe solvents were evaporated
  8. 8
    Otrothe resulting reaction mixture
  9. 9
    Otrowas purified

Procedimiento

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).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08545717B2uspto-grants-2013_10