Reaction #2139952

ord-4ede4f53ddc1451e8c47f745efbf5c8e

Reaction equation

Oc1ccc(Br)cc1F
4-bromo-2-fluorophenol
CCBr
ethyl bromide
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCOc1ccc(Br)cc1F
4-bromo-1-ethoxy-2-fluorobenzene
Yield 99.3%

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    FiltrationThe solution was subsequently filtered
  2. 2
    Otherthe filtrate was evaporated
  3. 3
    Filtrationthe crude product was filtered through silica gel with n-hexane

Procedure

100 g (0.524 mol) of 4-bromo-2-fluorophenol and 66.7 g (0.612 mol) of ethyl bromide were dissolved in 2 1 of ethyl methyl ketone and refluxed for 24 hours in the presence of 185 g (1.34 mol) of potassium carbonate. The solution was subsequently filtered, the filtrate was evaporated, and the crude product was filtered through silica gel with n-hexane, giving 114 g (99% of theory) of 4-bromo-1-ethoxy-2-fluorobenzene as a colourless liquid.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07326447B2uspto-grants-2008_02