Phenol → Benzene, (2-bromoethoxy)-
Reaction equation
[Br:1][CH2:2][CH2:3]Br.[C:5]1([OH:11])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[OH-].[Na+]>O>[O:11]([CH2:3][CH2:2][Br:1])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
In a mixed solution consisting of 50 g of 1,2-dibromoethane, 18.5 g of phenol and 100 ml of water was added dropwise 30 ml of water containing therein 7.9 g of sodium hydroxide at a temperature of 130° C. over 30 minutes with stirring. The reaction solution was further stirred for 6 hours. After completion of the reaction, the organic layer was separated from the reaction solution, washed twice with a saturated aqueous potassium carbonate solution, washed twice with water and dried with anhydrous sodium sulfate. The organic layer was separated by filtration and condensed under reduced pressure to give 34.3 g of 2-phenoxyethyl bromide having a boiling point of 105° C. to 107° C. at 6 mmHg in a yield of 85%.
Workup
- customAfter completion of the reaction
- customthe organic layer was separated from the reaction solution
- washwashed twice with a saturated aqueous potassium carbonate solution
- washwashed twice with water
- dry with materialdried with anhydrous sodium sulfate
- customThe organic layer was separated by filtration and condensed under reduced pressure
Sources & evidence
- ORD record
- ord-1b04852441f54c06afe85bb271407c49
- Source dataset
- uspto-grants-1984_10
- Patent number
- US04474964
Reaction notes
Loading…