Diethyl Ether → 2-Fluoro-1-phenylethan-1-one

HRID 1437213Notes

Reaction equation

HRID 1437213 reaction equation
[F-:1].[K+].C1OCCOCCOCCOCCOCCOC1.Br[CH2:22][C:23]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:24].C(OCC)C>C(#N)C>[F:1][CH2:22][C:23]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:24]

Participants

6

Conditions

Temperature
55 °C

Procedure

A suspension of potassium fluoride (3.091 g) and 18-crown-6-ether (0.341 g) in acetonitrile (25 mL) was stirred at 55° C. for 1 hour. α-Bromoacetophenone (5.12 g) was added to the reaction mixture, followed by stirring for 20 hours. Subsequently, diethyl ether was added to the reaction mixture, and then the insoluble matter that was formed was removed by filtration. Water was added for partitioning the filtrate. The organic layer was sequentially washed with water and saturated brine. Subsequently, the organic layer was dried over sodium sulfate anhydrate, followed by filtration. The solvent was evaporated under reduced pressure, to thereby give the residue.

Workup

  1. stirringby stirring for 20 hours
  2. customthe insoluble matter that was formed
  3. customwas removed by filtration
  4. additionWater was added
  5. customfor partitioning the filtrate
  6. washThe organic layer was sequentially washed with water and saturated brine
  7. dry with materialSubsequently, the organic layer was dried over sodium sulfate anhydrate
  8. filtrationfollowed by filtration
  9. customThe solvent was evaporated under reduced pressure
  10. customto thereby give the residue

Sources & evidence

ORD record
ord-ac3fdffeb2df48fda35063025a4d142e
Source dataset
uspto-grants-2009_11
Patent number
US07622471B2

Reaction notes

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