Potassium Carbonate → HCID 53857878, compound

HRID 1728043Notes

Reaction equation

HRID 1728043 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[CH:6][C:7]=1[F:8].C(=O)([O-])[O-].[K+].[K+].I[CH2:17][CH2:18][CH3:19]>CN(C)C=O>[F:8][C:7]1[CH:6]=[CH:5][C:4]([O:9][CH2:17][CH2:18][CH3:19])=[CH:3][C:2]=1[F:1]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 336431-IodopropaneHCID 759273,4-Difluorophenol

Product 1

HCID 53857878HCID 53857878, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 3,4-difluoro-phenol (20 g, 154 mmol) in N,N-dimethylformamide (70 mL) was added potassium carbonate (30 g, 217 mmol) and iodopropane (50 g, 293 mmol, Aldrich). The reaction mixture was heated at refluxing for 48 h. The crude was cooled to room temperature and filtered through a short pad of celite. The filtrate was concentrated and the residue was purified by chromatography (EtOAc:Hexanes=1:8) to give 1,2-difluoro-4-propoxy-benzene as a colorless oil (Yield 17 g, 100%).

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureat refluxing for 48 h
  3. filtrationfiltered through a short pad of celite
  4. concentrationThe filtrate was concentrated
  5. customthe residue was purified by chromatography (EtOAc:Hexanes=1:8)

Sources & evidence

ORD record
ord-81d65abd0ef04e3a934174cb2aea9702
Source dataset
uspto-grants-2009_02
Patent number
US07495007B2

Reaction notes

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