تفاعل #941202

معادلة التفاعل

Sodium hydroxide

2-(N,N-dimethylamino)methyl-7-methoxy-1-tetralone hydrochloride

→

compound

المردود 81.4%

2-(N,N-Dimethylamino)methyl-7-methoxytetralin hydrochloride

المردود 81.4%

ظروف التفاعل

المعالجة

1. 1
   استخلاصwas extracted with ethyl acetate
2. 2
   أخرىThe extract was dried
3. 3
   تركيزconcentrated
4. 4
   workup.ADDITIONSodium borohydride (2.32 g) was added to a methanol solution (150 ml) of the resulting residue
5. 5
   درجة الحرارةwith cooling with ice, which
6. 6
   workup.ADDITIONWater was added to the reaction mixture, which
7. 7
   تركيزwas concentrated under reduced pressure
8. 8
   استخلاصextracted with ethyl acetate
9. 9
   غسيلThe organic layer was washed with a saturated aqueous sodium chloride solution
10. 10
    أخرىdried
11. 11
    تركيزconcentrated
12. 12
    workup.ADDITIONConcentrated hydrochloric acid (6.4 g) and 10% palladium-carbon (0.7 g) were added to an ethanol solution (100 ml) of the resulting residue, which
13. 13
    أخرىat 60° C.
14. 14
    أخرىfor 8 hours
15. 15
    أخرىThe catalyst was removed from the reaction mixture through filtration
16. 16
    تركيزthe filtrate was concentrated
17. 17
    أخرىThe residue was recrystallized from methanol-ethyl acetate

الإجراء التجريبي

1 N Sodium hydroxide was added to 2-(N,N-dimethylamino)methyl-7-methoxy-1-tetralone hydrochloride (8.46 g) to convert it into a free compound, which was extracted with ethyl acetate. The extract was dried, and then concentrated. Sodium borohydride (2.32 g) was added to a methanol solution (150 ml) of the resulting residue, with cooling with ice, which was then stirred at room temperature for 12 hours. Water was added to the reaction mixture, which was concentrated under reduced pressure, and then extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, then dried, and concentrated. Concentrated hydrochloric acid (6.4 g) and 10% palladium-carbon (0.7 g) were added to an ethanol solution (100 ml) of the resulting residue, which was thus catalytically reduced under a hydrogen pressure of 5 atmospheres at 60° C. for 8 hours. The catalyst was removed from the reaction mixture through filtration, and the filtrate was concentrated. The residue was recrystallized from methanol-ethyl acetate to obtain the entitled compound (6.53 g).

المصدر