Potassium Carbonate → HCID 22998640, compound

HRID 1166524Notes

Reaction equation

HRID 1166524 reaction equation
[ClH:1].[CH3:2][N:3]([CH2:5][CH2:6][CH2:7][CH:8]1[CH2:17][CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([O:18]C)[CH:14]=2)[CH2:9]1)[CH3:4].[OH-].[Na+].C(=O)([O-])[O-].[K+].[K+]>Br>[ClH:1].[CH3:2][N:3]([CH2:5][CH2:6][CH2:7][CH:8]1[CH2:17][CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([OH:18])[CH:14]=2)[CH2:9]1)[CH3:4]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 22998669HCID 22998669, compound

Product 1

HCID 22998640HCID 22998640, compoundYield 58.4%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

2-[3-(N,N-Dimethylamino)propyl]-6-methoxytetralin hydrochloride (3.6 g) was added to 48% hydrobromic acid (20 ml), and the reaction mixture was heated under reflux for 3 hours, and then left cooled. This was neutralized with an aqueous solution of 1 N sodium hydroxide, and an aqueous solution of 10% potassium carbonate was added thereto, which was then extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, then dried, and concentrated. The residue was recrystallized from methanol-diisopropyl ether to obtain the entitled compound (2.0 g).

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 3 hours
  3. waitleft
  4. temperaturecooled
  5. extractionwhich was then extracted with ethyl acetate
  6. washThe organic layer was washed with a saturated aqueous sodium chloride solution
  7. customdried
  8. concentrationconcentrated
  9. customThe residue was recrystallized from methanol-diisopropyl ether

Sources & evidence

ORD record
ord-72abc9971e70433790371e8a4497938d
Source dataset
uspto-grants-2003_09
Patent number
US06613805B2

Reaction notes

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