1,2-Dibromoethane → HCID 22905874, compound

HRID 1488572Notes

Reaction equation

HRID 1488572 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 15 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 15 with hexanes
  6. distillationThe resulting oil is distilled

Sources & evidence

ORD record
ord-105bdd4002844b1894b2e58a70facaa6
Source dataset
uspto-grants-1997_10
Patent number
US05674891

Reaction notes

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