3-(Trifluoromethyl)phenol → 1-(2-Bromoethoxy)-3-(trifluoromethyl)benzene

HRID 729003Notes

Reaction equation

HRID 729003 reaction equation
[OH-].[Na+].[F:3][C:4]([F:13])([F:12])[C:5]1[CH:6]=[C:7]([OH:11])[CH:8]=[CH:9][CH:10]=1.[Br:14][CH2:15][CH2:16]Br>O>[Br:14][CH2:15][CH2:16][O:11][C:7]1[CH:8]=[CH:9][CH:10]=[C:5]([C:4]([F:12])([F:13])[F:3])[CH:6]=1

Participants

5

Reactant 3

HCID 73763-(Trifluoromethyl)phenolHCID 78391,2-DibromoethaneHCID 14798Sodium Hydroxide

Product 1

HCID 27733141-(2-Bromoethoxy)-3-(trifluoromethyl)benzene

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of NaOH at 33% (17 cc) is added dropwise to a solution of 3-trifluoromethylphenol (2.5) and 1,2-dibromoethane (30.0 g) in deionized water (30 cc). The resulting mixture is kept under refluxing conditions for 7 hours. The reaction mixture is then cooled, the oil formed is separated from the aqueous phase and distilled under a pressure of 15 mm Hg. The fraction within the range of from 118° to ° C. is collected. 26 g of the desired product is obtained.

Workup

  1. temperatureThe reaction mixture is then cooled
  2. customthe oil formed
  3. customis separated from the aqueous phase
  4. distillationdistilled under a pressure of 15 mm Hg
  5. customof from 118°
  6. customis collected

Sources & evidence

ORD record
ord-b6c5da7d30684bc79d03bb54ab1310e9
Source dataset
uspto-grants-1991_09
Patent number
US05051440

Reaction notes

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