Potassium Carbonate → 4-Bromo-3-fluorophenyl (2-fluorophenyl)methyl ether

HRID 2264807

Reaction equation

HRID 2264807 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[F:9].[F:10][C:11]1[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=1[CH2:13]Br.C(=O)([O-])[O-].[K+].[K+]>>[F:10][C:11]1[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=1[CH2:13][O:8][C:5]1[CH:6]=[CH:7][C:2]([Br:1])=[C:3]([F:9])[CH:4]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 67968alpha-Bromo-o-fluorotolueneHCID 27791534-Bromo-3-fluorophenol

Product 1

HCID 595967064-Bromo-3-fluorophenyl (2-fluorophenyl)methyl etherYield 108.5%

Procedure

A solution of 4-bromo-3-fluorophenol (5 g, 25 mmol), 2-fluorobenzylbromide (4.94 g, 26 mmol) and potassium carbonate (5.39 g, 39 mmol) was stirred at room temperature for 6 h. The solvent was evaporated, the residue taken up in water and extracted with ethyl acetate. The combined organic layers were dried over Na2SO4, filtered and evaporated under reduced pressure, affording the title compound (8.11 g) as a white solid; Rt (HPLC) 6.31 min.

Workup

  1. customThe solvent was evaporated
  2. extractionextracted with ethyl acetate
  3. dry with materialThe combined organic layers were dried over Na2SO4
  4. filtrationfiltered
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-75646b0819354432b69d277c7f52234c
Source dataset
uspto-grants-2010_12
Patent number
US07855218B2

Linked notes

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