Potassium Carbonate → HCID 117689908, compound

HRID 928664Notes

Reaction equation

HRID 928664 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[SH:10].C(=O)([O-])[O-].[K+].[K+].Br[CH2:18][C:19](=[O:21])[CH3:20]>CN(C=O)C>[Br:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[S:10][CH2:18][C:19]([CH3:20])=[O:21]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11715BromoacetoneHCID 50999469HCID 50999469, compound

Product 1

HCID 117689908HCID 117689908, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-Bromo-4,5-difluorobenzenethiol (900 mg, 4.00 mmol) and potassium carbonate (1.11 g, 8.00 mmol) were suspended in DMF (20 mL), and bromoacetone (0.403 mL, 4.80 mmol) was added thereto, and stirred at room temperature overnight. The reaction solution was concentrated under reduced pressure. After diluted with ethyl acetate, the resultant was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was distilled away under reduced pressure. The resulting residue was purified by silica gel chromatography (hexane/ethyl acetate) to thus obtain the title compound.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. additionAfter diluted with ethyl acetate
  3. washthe resultant was washed with water and saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationThe solvent was distilled away under reduced pressure
  6. customThe resulting residue was purified by silica gel chromatography (hexane/ethyl acetate)

Sources & evidence

ORD record
ord-2357f717c7a04fef8b53a7da75631085
Source dataset
uspto-grants-2016_03
Patent number
US09290487B2

Reaction notes

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