Methyl iodide → 3-Bromothioanisole
Reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([SH:8])[CH:5]=[CH:6][CH:7]=1.[C:9](=O)([O-])[O-].[K+].[K+].IC>CC(C)=O>[CH3:9][S:8][C:4]1[CH:3]=[C:2]([Br:1])[CH:7]=[CH:6][CH:5]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 3-bromothiophenol (10 g) in acetone (250 mL) was added potassium carbonate (14.6 g) and iodomethane (4.28 mL). The heterogenous mixture was refluxed for 4 hrs., cooled to room temperature, filtered, and concentrated under reduced pressure. Ether (200 mL) was added, and the mixture was filtered again and finally evaporated to dryness to yield the title compound.
Workup
- temperatureThe heterogenous mixture was refluxed for 4 hrs
- filtrationfiltered
- concentrationconcentrated under reduced pressure
- additionEther (200 mL) was added
- filtrationthe mixture was filtered again
- customfinally evaporated to dryness
Sources & evidence
- ORD record
- ord-581984c1318441db9e89fd4f881319b7
- Source dataset
- uspto-grants-1995_06
- Patent number
- US05428171
Reaction notes
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