Reaktion #1544495

Reaktionsgleichung

1,2,3,4-Tetrahydro-6,7-dimethyl-2-[2-(1-pyrrolidinyl)ethyl]-1-naphthalenol

→

desired compound

Ausbeute 64.7%

1-[2-(3,4-dihydro-6,7-dimethyl-2-naphthalenyl)ethyl]-pyrrolidine

Ausbeute 64.7%

Lösungsmittel

—

solution

hydrogen chloride

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was refluxed for one hour
2. 2
   EinengenThe reaction solution was concentrated under reduced pressure
3. 3
   workup.DISSOLUTIONthe residue was dissolved in water
4. 4
   Extraktionextracted with ethyl acetate
5. 5
   WaschenThe extract was washed with water
6. 6
   Trocknena saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate
7. 7
   Einengenconcentrated under reduced pressure
8. 8
   Sonstigeto remove the solvent
9. 9
   SonstigeThe residue was purified by silica gel column chromatography (eluent; chloroform:methanol=10:1)
10. 10
    workup.ADDITIONthe fractions containing the desired compound
11. 11
    Einengenconcentrated under reduced pressure

Vorschrift

1,2,3,4-Tetrahydro-6,7-dimethyl-2-[2-(1-pyrrolidinyl)ethyl]-1-naphthalenol (24.0 g) was dissolved in a 30% solution of hydrogen chloride in ethanol (240 ml), and the mixture was refluxed for one hour. The reaction solution was concentrated under reduced pressure, and the residue was dissolved in water. The mixture was basified with potassium carbonate, and extracted with ethyl acetate. The extract was washed with water and a saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to remove the solvent. The residue was purified by silica gel column chromatography (eluent; chloroform:methanol=10:1), and the fractions containing the desired compound were combined, and concentrated under reduced pressure to give the desired compound (14.5 g) as an oily product.

Quelle