4-Chloro-6,7-dimethoxyquinoline hydrochloride → 4-Chloro-6,7-dimethoxyquinoline

HRID 393588Notes

Reaction equation

HRID 393588 reaction equation
Cl.[Cl:2][C:3]1[C:12]2[C:7](=[CH:8][C:9]([O:15][CH3:16])=[C:10]([O:13][CH3:14])[CH:11]=2)[N:6]=[CH:5][CH:4]=1>C(OCC)(=O)C>[Cl:2][C:3]1[C:12]2[C:7](=[CH:8][C:9]([O:15][CH3:16])=[C:10]([O:13][CH3:14])[CH:11]=2)[N:6]=[CH:5][CH:4]=1

Participants

3

Reactant 1

HCID 226465434-Chloro-6,7-dimethoxyquinoline hydrochloride

Product 1

HCID 4596104-Chloro-6,7-dimethoxyquinolineYield 80%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

4-Chloro-6,7-dimethoxyquinoline hydrochloride was dissolved in ethyl acetate, and the solution washed with a saturated solution of sodium hydrogen carbonate and then brine, dried (MgSO4) and the volatiles removed by evaporation. The crude product was purified by flash chromatography eluting with methylene chloride/acetonitrile (9/1 followed by 8/2) to give 4-chloro-6,7-dimethoxyquinoline (2.5 g, 80%) as a yellow solid.

Workup

  1. washthe solution washed with a saturated solution of sodium hydrogen carbonate
  2. dry with materialbrine, dried (MgSO4)
  3. customthe volatiles removed by evaporation
  4. customThe crude product was purified by flash chromatography
  5. washeluting with methylene chloride/acetonitrile (9/1 followed by 8/2)

Sources & evidence

ORD record
ord-1be519666a684028845a8e9d71a20793
Source dataset
uspto-grants-2004_10
Patent number
US06809097B1

Reaction notes

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