1,2-Dibromoethane → HCID 22326659, compound

HRID 1349950Notes

Reaction equation

HRID 1349950 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2.[Br:12][CH2:13][CH2:14]Br.C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[N:7]1[C:8]2[C:3](=[C:2]([O:1][CH2:14][CH2:13][Br:12])[CH:11]=[CH:10][CH:9]=2)[CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 78391,2-DibromoethaneHCID 11430Potassium CarbonateHCID 135441757Quinolin-5-ol

Product 1

HCID 22326659HCID 22326659, compoundYield 100.1%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Conditions

Temperature
85 °C

Procedure

A mixture of 5-hydroxyquinoline (0.3 g, 2.1 mmol), 1,2-dibromoethane (3.9 g, 21 mmol) and potassium carbonate (1.5 g, 11 mmol) in methyl ethyl ketone (15 mL) was allowed to stir at 85° C. for 24 h. The mixture was evaporated in vacuo and the residue was partitioned between ether (200 mL) and water (200 mL). The organic layer was dried (Na2SO4) and evaporated in vacuo to give the title compound (0.53 g).

Workup

  1. customThe mixture was evaporated in vacuo
  2. customthe residue was partitioned between ether (200 mL) and water (200 mL)
  3. dry with materialThe organic layer was dried (Na2SO4)
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-9c9a422cc0c240d89b9f6b4f85c96256
Source dataset
uspto-grants-2007_05
Patent number
US07214674B2

Reaction notes

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