851789-43-0
851789-43-0 結(jié)構(gòu)式
基本信息
托特羅定雜質(zhì)15
托特羅定丙醇雜質(zhì)
托特羅定雜質(zhì)10
2-(3-羥基-1-苯基-丙基)-4-甲基-苯酚
3-(2-羥基-5-甲基苯基)-3-苯基-1-丙醇
2-Hydroxy-5-methyl-γ-phenylbenzenepropanol
2-(3-Hydroxy-1-phenylpropyl)-4-methylphenol
2-(3-Hydro-1-phenyl-propyl)-4-methyl-phenol
3-(2-Hydroxy-5-methylphenyl)-3-phenylpropanol
Benzenepropanol, 2-hydroxy-5-methyl-γ-phenyl-
2-Hydroxy-5-methyl-gamma-phenylbenzenepropanol
2-(3-Hydro-1-phenyl-propyl)-4-Methyl-4Methyl-phenol
2-Hydroxy-5-Methyl-γ-phenylbenzenepropanol (Tolterodine IMpurity)
物理化學(xué)性質(zhì)
制備方法
40546-94-9
851789-43-0
一般步驟：將7-甲基-4-苯基-3,4-二氫香豆素（9.52 g，40.0 mmol）的無水四氫呋喃（50 mL）溶液緩慢滴加至冷卻至0℃的氫化鋁鋰（3.04 g，80 mmol）在無水四氫呋喃（100 mL）中的懸浮液中。反應(yīng)混合物在室溫及惰性氣氛下攪拌1小時。隨后，謹(jǐn)慎加入50 mL四氫呋喃與水的1:1混合液，并用1 mol/L鹽酸溶液（150 mL）酸化以淬滅反應(yīng)。用乙酸乙酯萃取反應(yīng)產(chǎn)物，合并有機相，依次用水和鹽水洗滌，無水硫酸鎂干燥。減壓除去溶劑后，得到2-(3-羥基-1-苯基丙基)-4-甲基苯酚（式II化合物），收率97%（9.68 g）。產(chǎn)物通過二異丙醚重結(jié)晶，獲得白色粉末。熔點：112-115℃。1H NMR (300 MHz, DMSO-d6): δ [ppm] = 2.08-2.17 (5H, m, CH3, CH2), 3.29-3.31 (2H, m, CH2), 4.38, 4.42 (2H, 2 xt, CH, OH), 6.63 (1H, d, J = 8.0 Hz, 1H-Ar), 6.76 (1H, dd, J = 8.3, 1.7 Hz, 1H-Ar), 7.00 (1H, d, J = 1.7 Hz, 1H-Ar), 7.08-7.13 (2H, m, 1H-Ph), 7.20-7.28 (3H, m, 4H-Ph), 9.04 (1H, s, OH). 13C NMR (300 MHz, DMSO-d6): δ [ppm] 20.5, 37.6, 39.1, 59.3, 115.0, 125.6, 127.0, 127.3, 127.9, 128.0, 130.9, 145.3, 152.4. ESI-MS: 243 [M + H]+.
參考文獻：
[1] Patent: WO2006/66931, 2006, A1. Location in patent: Page/Page column 17
[2] Asian Journal of Chemistry, 2014, vol. 26, # 9, p. 2813 - 2814
[3] Tetrahedron Letters, 2008, vol. 49, # 23, p. 3790 - 3793
[4] Patent: US2006/79716, 2006, A1. Location in patent: Page/Page column 7
[5] Journal of Heterocyclic Chemistry, 2018, vol. 55, # 9, p. 2157 - 2167