1,1-Dibromoethane → 2-(2-Bromoethoxy)-1,3-dimethylbenzene
Reaction equation
[OH-].[Na+].[CH3:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[C:5]=1[OH:11].[Br:12][CH:13](Br)[CH3:14]>O.C(O)C>[CH3:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[C:5]=1[O:11][CH2:14][CH2:13][Br:12]Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Procedure
To a solution containing sodium hydroxide (80 g) in water (1 liter) and ethanol (0.5 liter) are added 2,6-dimethyl-phenol (245 g) dissolved in ethanol (0.5 liter), and then dibromoethane (750 g). The mixture is refluxed for 48 hours, under vigorous stirring. It is then extracted with methylene chloride. After washing with dilute aqueous sodium hydroxide and then with water, the solvent is evaporated in vacuo. 2(2,6-Dimethyl-phenoxy)-1-bromo-ethane boils at 148°-150° C./25 mm Hg.
Workup
- temperatureThe mixture is refluxed for 48 hours, under vigorous stirring
- extractionIt is then extracted with methylene chloride
- washAfter washing with dilute aqueous sodium hydroxide
- customwith water, the solvent is evaporated in vacuo
Sources & evidence
- ORD record
- ord-7b9296f09277488298a19d66a77727f6
- Source dataset
- uspto-grants-1981_03
- Patent number
- US04259334
Reaction notes
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