Water → HCID 21995700, compound
Reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:16][CH2:17][CH3:18].O>CN(C=O)C>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][CH2:16][CH2:17][CH3:18])[CH:3]=1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
In DMF (100 ml) was dissolved 3-bromophenol (10 g). To the mixture were added potassium carbonate (10.4 g) and bromopropane (6.0 ml), and the mixture was stirred at 60° C. for 2 hours. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate, washed with saturated brine and dried with magnesium sulfate. Under reduced pressure, the solvent was evaporated, and the residue was purified with silica gel column chromatography (hexane/ethyl acetate=10/1) to give 1-bromo-3-propoxybenzene (11.2 g).
Workup
- extractionthe mixture was extracted with ethyl acetate
- washwashed with saturated brine
- dry with materialdried with magnesium sulfate
- customUnder reduced pressure, the solvent was evaporated
- customthe residue was purified with silica gel column chromatography (hexane/ethyl acetate=10/1)
Sources & evidence
- ORD record
- ord-e02aa31cad6044c38cd3b4c2b266f154
- Source dataset
- uspto-grants-2001_05
- Patent number
- US06235771B1
Reaction notes
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