Potassium Iodide → HCID 70979543, compound

HRID 1051866Notes

Reaction equation

HRID 1051866 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[OH:9].C(=O)([O-])[O-].[Cs+].[Cs+].[I-].[K+].Br[CH:19]1[CH2:21][CH2:20]1>CN(C=O)C.C(OCC)(=O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[O:9][CH:19]1[CH2:21][CH2:20]1

Participants

7

Reactant 4

HCID 4875Potassium IodideHCID 10796Cesium carbonateHCID 78037BromocyclopropaneHCID 27246002-Bromo-5-fluorophenol

Product 1

HCID 70979543HCID 70979543, compoundYield 94.2%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
220 °C

Procedure

To a stirred solution of 2-bromo-5-fluorophenol (1.0 g) in DMF (15 mL) in a microwave tube was added cesium carbonate (5.0 g), potassium iodide (130 mg) and bromocyclopropane (1.82 g). The mixture was heated in a microwave oven to 180° C. for 1 h, to 200° C. for 1 h and to 220° C. for 1 h. Ethyl acetate was added and the mixture was washed with water. The organic phase was washed with saturated sodium chloride solution, dried (sodium sulfate) and the solvent was removed in vacuum. Silica gel chromatography gave 1.14 g of the title compound.

Workup

  1. washthe mixture was washed with water
  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-5333e4af40e74d3f8c87e9a709b88dcb
Source dataset
uspto-grants-2016_07
Patent number
US09388177B2

Reaction notes

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