1,2-Dibromoethane → HCID 23001076, compound

HRID 397732Notes

Reaction equation

HRID 397732 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[OH:9].[Br:10][CH2:11][CH2:12]Br.[OH-].[Na+]>>[Br:10][CH2:11][CH2:12][O:9][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]([Cl:8])[C:2]=1[Cl:1]

Participants

4

Procedure

To a mixture of 2,3-dichlorophenol (20 g, 0.123 mol) and 1,2-dibromoethane (30.5 g, 0.162 mol) was added a sodium hydroxide solution (5 g, 0.125 mol in 125 ml of water), and the mixture was heated under reflux for 8 h. The mixture was allowed to cool and extracted with chloroform (2×100 ml). The combined extracts were washed with 1N aqueous sodium hydroxide solution (100 ml), dried, filtered and concentrated in vacuo. The residue was distilled at 106° C./0.3 mm of mercury to afford on cooling to room temperature the title compound as a yellow solid (20 g, 60%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 8 h
  3. temperatureto cool
  4. extractionextracted with chloroform (2×100 ml)
  5. washThe combined extracts were washed with 1N aqueous sodium hydroxide solution (100 ml)
  6. customdried
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. distillationThe residue was distilled at 106° C./0.3 mm of mercury
  10. customto afford

Sources & evidence

ORD record
ord-bf8d6b94b8af4fa1bd27fefdc835f10c
Source dataset
uspto-grants-2003_08
Patent number
US06610711B2

Reaction notes

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