Potassium Carbonate → HCID 22998631, compound

HRID 382958Notes

Reaction equation

HRID 382958 reaction equation
Cl.[CH2:2]([N:4]([CH2:7][CH2:8][CH:9]1[CH2:18][CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([O:19]C)[CH:15]=2)[CH2:10]1)[CH2:5][CH3:6])[CH3:3].[OH-].[Na+].C(=O)([O-])[O-].[K+].[K+]>Br>[CH2:2]([N:4]([CH2:7][CH2:8][CH:9]1[CH2:18][CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([OH:19])[CH:15]=2)[CH2:10]1)[CH2:5][CH3:6])[CH3:3]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 22998638HCID 22998638, compound

Product 1

HCID 22998631HCID 22998631, compoundYield 104.2%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

(+)-2-[2-(N,N-Diethylamino)ethyl]-6-methoxytetralin hydrochloride (5.2 g) was added to 48% hydrobromic acid (10 ml) and the reaction mixture was heated under reflux for 4 hr and cooled. The reaction mixture was neutralized with 1 N aqueous sodium hydroxide followed by addition of 10% aqueous potassium carbonate and extracted with the combined solvent of ethyl acetate and THF (1:1). The organic layer was washed with saturated aqueous sodium chloride, dried, and concentrated. The residue was recrystallized from methanol-dilsopropyl ether to obtain the titled compound (4.5 g).

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 4 hr
  3. temperaturecooled
  4. extractionextracted with the combined solvent of ethyl acetate and THF (1:1)
  5. washThe organic layer was washed with saturated aqueous sodium chloride
  6. customdried
  7. concentrationconcentrated
  8. customThe residue was recrystallized from methanol-dilsopropyl ether

Sources & evidence

ORD record
ord-ca6833acd76a4eda81ee2d74447f5960
Source dataset
uspto-grants-2001_10
Patent number
US06310107B1

Reaction notes

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