Hydroquinone → HCID 19894591, compound

HRID 1257940Notes

Reaction equation

HRID 1257940 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

Conditions

Temperature
60 °C

Procedure

As expressed in the following reaction scheme, hydroquinone (1) (4.5 g) and 1,6-dibromo hexane (2) (10 g) were dissolved in methanol (100 ml) at room temperature. Potassium hydroxide (2.3 g) was added to the mixture solution, and the resulting solution was then refluxed at 60° C. overnight. Then, the resulting reaction mixture is cooled to room temperature, and methanol was removed from the reaction mixture through evaporation, and the product was then extracted three times with water (100 ml) and ethyl acetate (100 ml)(200 ml×3). After removing water with magnesium sulfate and evaporating the solvent, the reaction product was refined by column chromatography (eluent: ethyl acetate/hexane=1/5) to obtain 4.4 g of 4-(6-bromohexyloxy)phenol (3).

Workup

  1. customThen, the resulting reaction mixture
  2. temperatureis cooled to room temperature
  3. custommethanol was removed from the reaction mixture through evaporation
  4. extractionthe product was then extracted three times with water (100 ml) and ethyl acetate (100 ml)(200 ml×3)
  5. customAfter removing water with magnesium sulfate
  6. customevaporating the solvent

Sources & evidence

ORD record
ord-09409d5122304e108edc98fb5774b01d
Source dataset
uspto-grants-2013_06
Patent number
US08465671B2

Reaction notes

Loading…