Diethyl Sulfate → 2-Bromophenetole
Reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].S(OCC)(O[CH2:13][CH3:14])(=O)=O>[OH-].[Na+]>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[O:8][CH2:13][CH3:14]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 17.5 g of 2-bromophenol, 66 ml of diethyl sulphate and 170 ml of 10% NaOH solution is refluxed for 2 hours. After cooling the reaction mixture to RT, it is extracted with EtOAc, the organic phase is washed with 2N NaOH solution and dried over Na2SO4, and the solvent is evaporated off under vacuum. 19.6 g of the expected product are obtained.
Workup
- temperatureis refluxed for 2 hours
- extractionit is extracted with EtOAc
- washthe organic phase is washed with 2N NaOH solution
- dry with materialdried over Na2SO4
- customthe solvent is evaporated off under vacuum
Sources & evidence
- ORD record
- ord-0712c5114dfc483784435abdf4cff346
- Source dataset
- uspto-grants-2005_03
- Patent number
- US06864277B2
Reaction notes
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