Hydroquinone → HCID 19894591, compound
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]=1Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
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
- customThen, the resulting reaction mixture
- temperatureis cooled to room temperature
- custommethanol was removed from the reaction mixture through evaporation
- extractionthe product was then extracted three times with water (100 ml) and ethyl acetate (100 ml)(200 ml×3)
- customAfter removing water with magnesium sulfate
- customevaporating the solvent
Sources & evidence
- ORD record
- ord-09409d5122304e108edc98fb5774b01d
- Source dataset
- uspto-grants-2013_06
- Patent number
- US08465671B2
Reaction notes
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