1,2-Dibromoethane → HCID 22326659, compound

HRID 1295569Notes

Reaction equation

HRID 1295569 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>[Br:12][CH2:13][CH2:14][O: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

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 over sodium sulfate 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 over sodium sulfate
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-94586f3934094e1cbd86386fc737b91f
Source dataset
uspto-grants-2007_07
Patent number
US07244726B2

Reaction notes

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