1,2-Dibromoethane → HCID 22905874, compound

HRID 2257251Notes

Reaction equation

HRID 2257251 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([Br:8])[CH:5]=[C:4]([C:9]([CH3:12])([CH3:11])[CH3:10])[C:3]=1[OH:13].[Br:14][CH2:15][CH2:16]Br.C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[Br:1][C:2]1[CH:7]=[C:6]([Br:8])[CH:5]=[C:4]([C:9]([CH3:10])([CH3:12])[CH3:11])[C:3]=1[O:13][CH2:16][CH2:15][Br:14]

Participants

5

Reactant 3

HCID 78391,2-DibromoethaneHCID 11430Potassium CarbonateHCID 719757AKOS BBS-00008108

Product 1

HCID 22905874HCID 22905874, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 2,4-dibromo-6-tert-butylphenol (5.00 g, 16.2 mmol) in acetone (70 mL) is added 1,2-dibromoethane (2.80 mL, 32.5 mmol) and K2CO3 (6.70 g, 48.7 mmol). The mixture is heated at reflux for 14 h, and then is filtered and evaporated. The residue is purified by chromatography over SiO2 eluting with hexanes. The resulting oil is distilled to give 1,5-dibromo-(2-bromoethoxy)-3-tert-butylbenzene as a pale yellow oil.

Workup

  1. temperatureThe mixture is heated
  2. temperatureat reflux for 14 h
  3. filtrationis filtered
  4. customevaporated
  5. customThe residue is purified by chromatography over SiO2 eluting with hexanes
  6. distillationThe resulting oil is distilled

Sources & evidence

ORD record
ord-0d5c9bdccbd14d19ba2bc61a53154bc0
Source dataset
uspto-grants-1997_08
Patent number
US05656661

Reaction notes

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