1,2-Dibromoethane → HCID 22326659, compound

HRID 495427Notes

Reaction equation

HRID 495427 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 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-505b3f15d1be47219abd8ce13c3b63b5
Source dataset
uspto-grants-2005_09
Patent number
US06939871B2

Reaction notes

Loading…