1,2-Dibromoethane → HCID 22324249, compound

HRID 2205589Notes

Reaction equation

HRID 2205589 reaction equation
[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][CH:6]=[CH:5][C:4]=1O.[Br:12][CH2:13][CH2:14]Br.C([O-])([O-])=[O:17].[K+].[K+]>CC(C)=O>[Br:12][CH2:13][CH2:14][O:17][C:5]1[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=1

Participants

5

Reactant 3

HCID 78391,2-DibromoethaneHCID 11430Potassium CarbonateHCID 788282,3-Dimethoxyphenol

Product 1

HCID 22324249HCID 22324249, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 2,3-dimethoxyphenol in acetone was added an equimolar amount of 1,2-dibromoethane and excess K2CO3 and heated under reflux overnight. The reaction mixture was filtered and the solvent was evaporated in vacuo. The pure product was obtained with flash chromatography in cyclohexane: EtOAc 5:1 in 46% yield.

Workup

  1. temperatureheated
  2. temperatureunder reflux overnight
  3. filtrationThe reaction mixture was filtered
  4. customthe solvent was evaporated in vacuo
  5. customThe pure product was obtained with flash chromatography in cyclohexane: EtOAc 5:1 in 46% yield

Sources & evidence

ORD record
ord-0693c5762d5c4183b9eba07a02fb786b
Source dataset
uspto-grants-2016_06
Patent number
US09371322B2

Reaction notes

Loading…