3-[4-(Benzyloxy)phenoxy]quinuclidine → 4-(1-Azabicyclo[2.2.2]oct-3-yloxy)phenol
반응식
C([O:8][C:9]1[CH:23]=[CH:22][C:12]([O:13][CH:14]2[CH:19]3[CH2:20][CH2:21][N:16]([CH2:17][CH2:18]3)[CH2:15]2)=[CH:11][CH:10]=1)C1C=CC=CC=1>C(O)C.[Pd]>[N:16]12[CH2:17][CH2:18][CH:19]([CH2:20][CH2:21]1)[CH:14]([O:13][C:12]1[CH:22]=[CH:23][C:9]([OH:8])=[CH:10][CH:11]=1)[CH2:15]2참가 물질
4
실험 절차
The product of Example 15A (1.20 g, 3.9 mmol) in ethanol (20 mL) was treated with Pd/C (Aldrich, 10% wt., 0.2 g) under H2 at ambient temperature for 10 hours. The mixture filtered through a short column of diatomaceous earth and the filtrate was concentrated under reduced pressure to provide the title compound as a colorless oil (0.72, yield, 84%). 1H NMR (MeOH-d4, 300 MHz) δ 1.40–1.56 (m, 1H), 1.64–1.75 (m, 1H), 1.80–1.92 (m, 1H), 2.00–2.30 (m, 2H), 2.76–3.02 (m, 5H), 3.25–3.35 (m, 1H), 4.40 (m, 1H), 6.60–6.80 (m, 4H) ppm. MS (DCl/NH3) m/z 220 (M+H) +.