HCID 131726477, Verbindung → 2-[2-(Dimethylamino)ethoxy]phenol
Reaktionsgleichung
Cl.C([O:9][C:10]1[CH:21]=[CH:20][CH:19]=[CH:18][C:11]=1[O:12][CH2:13][CH2:14][N:15]([CH3:17])[CH3:16])C1C=CC=CC=1>CO.[Pd]>[CH3:16][N:15]([CH3:17])[CH2:14][CH2:13][O:12][C:11]1[CH:18]=[CH:19][CH:20]=[CH:21][C:10]=1[OH:9]Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
To a solution of N-{2-[2-(benzyloxy)phenoxy]ethyl}-N,N-dimethylamine (from Step 1; 7.60 g, 28.0 mmol) in MeOH (80 mL) was added 10% Pd/C (0.8 g) and the mixture was hydrogenated at 70 psi and room temperature for 2 h. The reaction mixture was filtered through a pad of Celite® and silica. The solvent was then removed under reduced pressure to give 5.43 g (quantitative yield) of the title compound as off-white crystals: mp 220° C. HRMS m/z calcd for C10H15NO2 (M)+ 181.1103. Found 181.1105. *The corresponding hydrochloride salt has been reported in Bull. Soc. Chim. Fr. 1935, 1737–1741.