Hydroquinone → HCID 19894591, compound

HRID 1034534Notes

Reaction equation

HRID 1034534 reaction equation
[C:1]1([CH:8]=[CH:7][C:5]([OH:6])=[CH:4][CH:3]=1)[OH:2].[Br:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]Br.[OH-].[K+]>CO>[Br:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][O:2][C:1]1[CH:8]=[CH:7][C:5]([OH:6])=[CH:4][CH:3]=1

Participants

5

Procedure

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).

Workup

  1. customfluxed at 60° C.
  2. custom(Celsius) overnight
  3. customis lowered to a room temperature
  4. custommethanol was evaporated from the reaction mixture
  5. extractionThen, the reaction mixture was extracted three times with water (100 ml (milliliters)) and ethyl acetate (100 ml (milliliters))
  6. customWater was removed over magnesium sulfate
  7. customthe solvents were evaporated
  8. customthe resulting reaction mixture
  9. customwas purified

Sources & evidence

ORD record
ord-87ba805f1ada4c0cb0c7fe7447ad93d2
Source dataset
uspto-grants-2013_10
Patent number
US08545717B2

Reaction notes

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