3-(Trifluoromethyl)phenol → HCID 12870923, compound

HRID 2363126Notes

Reaction equation

HRID 2363126 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[C:5]([OH:9])[CH:6]=[CH:7][CH:8]=1.[CH2:12](Br)[CH:13]=[CH2:14].C([O-])([O-])=O.[K+].[K+]>CC(C)=O.CCCCCC>[CH2:14]([O:9][C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:10])([F:11])[F:1])[CH:4]=1)[CH:13]=[CH2:12]

Participants

6

Reactant 3

HCID 73763-(Trifluoromethyl)phenolHCID 7841Allyl bromideHCID 11430Potassium Carbonate

Product 1

HCID 12870923HCID 12870923, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 8058HexaneSolvent

Conditions

Temperature
60 °C

Procedure

To a suspension of 3-trifluoromethyl phenol (4.05 g, 0.025 mol) and allyl bromide in acetone (50 mL) was added K2CO3 (3.5 g, 0.025 mol). The mixture was stirred overnight at 60° C. and was diluted with n-hexane. The solution was washed with water, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The crude residue was purified by column chromatography to 1-alkyloxy-3-trifluoromethyl-benzene (4.0 mg, 79%).

Workup

  1. washThe solution was washed with water
  2. dry with materialdried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe crude residue was purified by column chromatography to 1-alkyloxy-3-trifluoromethyl-benzene (4.0 mg, 79%)

Sources & evidence

ORD record
ord-f1d4bea118764c0ca394e40cf6624c5b
Source dataset
uspto-grants-2014_04
Patent number
US08691855B2

Reaction notes

Loading…