Water → (3-Trifluoromethylphenoxy)-2-butene

HRID 973738Notes

Reaction equation

HRID 973738 reaction equation
C(=O)([O-])[O-].[K+].[K+].[F:7][C:8]([F:17])([F:16])[C:9]1[CH:10]=[C:11]([OH:15])[CH:12]=[CH:13][CH:14]=1.Br[C:19]([CH2:21][CH3:22])=[CH2:20].O>CC(=O)CC>[F:7][C:8]([F:16])([F:17])[C:9]1[CH:10]=[C:11]([CH:12]=[CH:13][CH:14]=1)[O:15][CH2:20][CH:19]=[CH:21][CH3:22]

Participants

6

Reactant 4

HCID 962WaterHCID 73763-(Trifluoromethyl)phenolHCID 11430Potassium CarbonateHCID 899901-Butene, 2-bromo-

Product 1

HCID 54327819(3-Trifluoromethylphenoxy)-2-butene

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent2×

Procedure

18 g of potassium carbonate were added to 15 ml of 3-trifluoromethylphenol and 25 ml of 2-butanone with stirring and then 15.1 ml of 2-bromobutene in 70 ml of 2-butanone were added. The mixture was refluxed for 90 minutes, then stirred for 72 hours at ambient temperature. 300 ml of water were then added, followed by extraction with methylene chloride. The extracts were dried and concentrated to dryness to obtain 21.73 g of the expected product.

Workup

  1. temperatureThe mixture was refluxed for 90 minutes
  2. stirringstirred for 72 hours at ambient temperature
  3. extractionfollowed by extraction with methylene chloride
  4. customThe extracts were dried
  5. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-3025ac26c4264892bec2a8fe04d359c0
Source dataset
uspto-grants-1991_11
Patent number
US05064861

Reaction notes

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