Methyl iodide → 3-Bromothioanisole

HRID 232417

Reaction equation

HRID 232417 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]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 80597m-Bromobenzenethiol

Product 1

HCID 27356273-Bromothioanisole

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

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

  1. temperatureThe heterogenous mixture was refluxed for 4 hrs
  2. filtrationfiltered
  3. concentrationconcentrated under reduced pressure
  4. additionEther (200 mL) was added
  5. filtrationthe mixture was filtered again
  6. customfinally evaporated to dryness

Sources & evidence

ORD record
ord-79cc899a9edd4564826b72f2e8f99459
Source dataset
uspto-grants-1989_07
Patent number
US04851409

Linked notes

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