Water → 1-Ethoxy-4-iodobenzene
Reaction equation
[I:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:15](I)[CH3:16].O>CN(C=O)C>[CH2:15]([O:8][C:5]1[CH:6]=[CH:7][C:2]([I:1])=[CH:3][CH:4]=1)[CH3:16]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
To a mixture of 4-iodophenol (2 g) and potassium carbonate (1.88 g) in DMF (20 ml) was added dropwise ethyl iodide (1.83 ml) at room temperature, and the mixture was stirred at 50° C. overnight. The resulting mixture was poured into water (50 ml), and extracted with diethyl ether (25 ml×3). The combined organic layer was washed with 0.5N hydrochloric acid, saturated aqueous NaHCO3 solution and brine, and dried over MgSO4. The solvent was evaporated to give 2.06 g of 1-ethoxy-4-iodobenzene as a slightly brown solid. The product was used for the next reaction without further purification.
Workup
- extractionextracted with diethyl ether (25 ml×3)
- washThe combined organic layer was washed with 0.5N hydrochloric acid, saturated aqueous NaHCO3 solution and brine
- dry with materialdried over MgSO4
- customThe solvent was evaporated
Sources & evidence
- ORD record
- ord-d26ef33bcded4837a9c4c56efdfb954c
- Source dataset
- uspto-grants-2001_12
- Patent number
- US06333324B1
Reaction notes
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