Reaction #2028868

ord-1b626f29e7e44603a7a4154c3e8681ee

Reaction equation

CI
Methyl iodide
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Cc1ccccc1S
o-thiocresol
CCCCCC
hexane
→
CSc1ccccc1C
desired material
CSc1ccccc1C
2-methylthioanisole

Reactants

CI
Methyl iodide
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Cc1ccccc1S
o-thiocresol
CCCCCC
hexane

Reagents

None

Solvents

CN(C)C=O
DMF
O
water

Conditions

Temperature
50°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThe organic layer was separated
  2. 2
    Dryingdried over magnesium sulfate
  3. 3
    Concentrationconcentrated

Procedure

Methyl iodide (0.5 mL, 8.1 mmol) and potassium carbonate (1.1 g, 8.1 mmol) were added to a solution of o-thiocresol (1.0 g, 8.1 mmol) in 10 mL of DMF. The reaction was stirred at 50° C., for 4 hours and poured into hexane and water. The organic layer was separated, dried over magnesium sulfate and concentrated to afford 1.1 g of desired material.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE044048E1uspto-grants-2013_03