4-Bromophenol → 2-Bromoethyl p-bromophenyl ether

HRID 646148Notes

Reaction equation

HRID 646148 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[Br:9][CH:10](Br)[CH3:11].[OH-].[Na+]>O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:11][CH2:10][Br:9])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 78084-BromophenolHCID 112011,1-DibromoethaneHCID 14798Sodium Hydroxide

Product 1

HCID 877972-Bromoethyl p-bromophenyl etherYield 83%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4-bromophenol (30 g, 173 mmol), dibromoethane (40 mL, 464 mmol), NaOH (11.0 g, 275 mmol) and water (430 mL) was refluxed for 11 h. The phases were separated and the organic phase was further purified by distillation, yielding the sub-title compound (40.1 g 83%).

Workup

  1. temperaturewas refluxed for 11 h
  2. customThe phases were separated
  3. distillationthe organic phase was further purified by distillation

Sources & evidence

ORD record
ord-b4bef11246fe403980c687e7dbbb385f
Source dataset
uspto-grants-2010_04
Patent number
US07705023B2

Reaction notes

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