(+-)-3-Quinuclidinol → 3-[4-(Benzyloxy)phenoxy]quinuclidine

HRID 1294661

反応式

HRID 1294661 の反応式
[OH:1][CH:2]1[CH:7]2[CH2:8][CH2:9][N:4]([CH2:5][CH2:6]2)[CH2:3]1.[CH2:10]([O:17][C:18]1[CH:23]=[CH:22][C:21](I)=[CH:20][CH:19]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[CH2:10]([O:17][C:18]1[CH:23]=[CH:22][C:21]([O:1][CH:2]2[CH:7]3[CH2:8][CH2:9][N:4]([CH2:5][CH2:6]3)[CH2:3]2)=[CH:20][CH:19]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

参加物

3

実験手順

3-Hydroxy quinuclidine (Aldrich, 2.54 9, 20 mmol) was treated with 1-benzyloxy-4-iodo-benzene (Aldrich, 3.10 g, 10 mmol) according to the procedure of Example 14A. The title compound was purified by chromatography (SiO2, CH2Cl2:MeOH:NH3.H2O, 90:10:2, Rf. 0.40) as an oil (1.30 g, yield, 42%). 1H NMR (MeOH-d4, 300 MHz) δ 1.45–1.56 (m, 1H), 1.64–1.80 (m, 2H), 2.00–2.10 (m, 1H), 2.15–2.24 (m, 1H), 2.76–3.10 (m, 5H), 3.40–3.46 (m, 1H), 4.48 (m, 1H), 5.10 (s, 2H), 6.73–6.96 (m 4H), 7.20–7.40 (m, 5H) ppm. MS (DCl/NH3) m/z 310 (M+H)+.

後処理

  1. customThe title compound was purified by chromatography (SiO2, CH2Cl2:MeOH:NH3.H2O, 90:10:2, Rf. 0.40) as an oil (1.30 g, yield, 42%)

出典と根拠

ORDレコード
ord-9e9d3d35ad924e1db52046c21648ac2b
出典データセット
uspto-grants-2007_07
特許番号
US07241773B2

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