1,2-Dibromoethane → HCID 22470635, compound

HRID 1992377Notes

Reaction equation

HRID 1992377 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[OH:9].[Br:10][CH2:11][CH2:12]Br.C([O-])([O-])=O.[K+].[K+]>C(#N)C>[Br:10][CH2:11][CH2:12][O:9][C:3]1[C:2]([F:1])=[CH:7][CH:6]=[CH:5][C:4]=1[F:8]

Participants

5

Reactant 3

HCID 78391,2-DibromoethaneHCID 11430Potassium CarbonateHCID 943922,6-Difluorophenol

Product 1

HCID 22470635HCID 22470635, compoundYield 22.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
60 °C

Procedure

A suspension of 2,6-difluoro phenol (18 g, 0.385 mol), 1,2-dibromoethane (71.6 ml, 0.83 mol) and K2CO3 (47.86 g, 0.3463 mol) in dry acetonitrile (190 ml) was stirred at 60° C. overnight under nitrogen atmosphere. The reaction mixture was filtered and solvent concentrated under reduced pressure. The residue was purified by column chromatography over silica gel using 7% ethyl acetate in petroleum ether as eluent to give the title compound (20.8 g) as colorless oil.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationsolvent concentrated under reduced pressure
  3. customThe residue was purified by column chromatography over silica gel using 7% ethyl acetate in petroleum ether as eluent

Sources & evidence

ORD record
ord-6518d7c241c2433ba3b1e1af227497ad
Source dataset
uspto-grants-2010_01
Patent number
US07648985B2

Reaction notes

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