Water → 1-Bromo-4-ethoxy-2-(trifluoromethyl)benzene

HRID 1789630Notes

Reaction equation

HRID 1789630 reaction equation
[Br:1]Br.[CH2:3]([O:5][C:6]1[CH:7]=[C:8]([C:12]([F:15])([F:14])[F:13])[CH:9]=[CH:10][CH:11]=1)[CH3:4].O>CCOCC>[Br:1][C:9]1[CH:10]=[CH:11][C:6]([O:5][CH2:3][CH3:4])=[CH:7][C:8]=1[C:12]([F:13])([F:14])[F:15]

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 184153071-Ethoxy-3-(trifluoromethyl)benzene

Product 1

HCID 220349931-Bromo-4-ethoxy-2-(trifluoromethyl)benzeneYield 76.9%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Bromine (18.2 g) was slowly added dropwise to Compound (b) (19.3 g) at room temperature, and then the mixture was stirred at room temperature for 1 hour. Water and ether were added for liquid separation, and the aqueous layer was extracted three times with ether. The organic layers were combined, washed with saturated aqueous sodium bicarbonate and water, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 21.0 g of Compound (c).

Workup

  1. extractionthe aqueous layer was extracted three times with ether
  2. washwashed with saturated aqueous sodium bicarbonate and water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-e2b1c3cd2a7f482abbd02b5942d73d0c
Source dataset
uspto-grants-2006_07
Patent number
US07070838B2

Reaction notes

Loading…