Water → HCID 12559766, compound

HRID 1051854Notes

Reaction equation

HRID 1051854 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5](F)=[CH:4][C:3]=1[O:9][CH3:10].[CH3:11][S-:12].[Na+].O>CN(C=O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:12][CH3:11])=[CH:4][C:3]=1[O:9][CH3:10]

Participants

5

Reactant 3

HCID 962WaterHCID 4378561Sodium methanethiolateHCID 70180432-Bromo-5-fluoroanisole

Product 1

HCID 12559766HCID 12559766, compoundYield 6.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
85 °C

Procedure

To a stirred solution of 1-bromo-4-fluoro-2-methoxybenzene (4.0 g) in DMF (40 mL) was added sodium methanethiolate (2.76 g). The mixture was stirred at room temperature for 30 minutes and at 85° C. for 2 h. Water was added and the mixture was extracted with ethyl acetate. The organic phase was washed with saturated sodium chloride solution, dried (sodium sulfate) and the solvent was removed in vacuum. Silica gel chromatography gave 280 mg of the title compound.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic phase was washed with saturated sodium chloride solution
  3. dry with materialdried (sodium sulfate)
  4. customthe solvent was removed in vacuum

Sources & evidence

ORD record
ord-98621002d96840bb80d221f3ebaa8826
Source dataset
uspto-grants-2016_07
Patent number
US09388177B2

Reaction notes

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