171032-87-4

基本信息
(S)-1-(2-FLUOROPHENYL)ETHANOL
(S)-2'-Fluorophenylethan-1-ol
(S)-1-(o-Fluorophenyl)ethanol
(S)-1-(2-Ffluorophenyl)ethanol
(1S)-1-(2-Fluorophenyl)ethanol
(1S)-1-(2-Fluorophenyl)ethan-1-ol
(S)-2-Fluoro-alpha-methylbenzyl alcohol
Benzenemethanol,2-fluoro-a-methyl-, (aS)-
Benzenemethanol, 2-fluoro-α-methyl-, (αS)-
物理化学性质
安全数据
制备方法

445-27-2

171032-87-4
以邻氟苯乙酮为原料合成(S)-1-(2-氟苯基)乙醇的一般步骤:在氮气保护下,将(R)-甲基恶唑硼烷(0.32 g,1.2 mmol)溶于叔丁醇(60 mL)中,加入N,N-二乙基苯胺硼烷(2.6 g,16 mmol),随后在45℃下缓慢滴加1-(2-氟苯基)乙酮(2.0 g,14 mmol)的叔丁醇溶液(150 mL),搅拌反应混合物。反应1小时后,将混合物冷却至室温,加入甲醇并浓缩。向浓缩物中加入1.0 N盐酸,用乙酸乙酯萃取,有机层依次用饱和食盐水洗涤和无水硫酸钠干燥,浓缩得到粗产物。粗产物通过硅胶柱色谱纯化(洗脱剂:己烷至己烷/乙酸乙酯=85/15),得到标题化合物(S)-1-(2-氟苯基)乙醇(1.9 g,收率92%)为无色液体。1H-NMR(400 MHz,CDCl3)δ:1.52(3H,d,J=6.8 Hz),5.17-5.24(1H,m),6.98-7.05(1H,m),7.15(1H,ddd,J=1.2,7.6,7.6 Hz),7.21-7.28(1H,m),7.49(1H,ddd,J=1.6,7.6,7.6 Hz)。
参考文献:
[1] Journal of the American Chemical Society, 1998, vol. 120, # 51, p. 13529 - 13530
[2] Tetrahedron: Asymmetry, 2003, vol. 14, # 6, p. 710 - 716
[3] Patent: US2018/162868, 2018, A1. Location in patent: Paragraph 1572-1573
[4] Tetrahedron Asymmetry, 2002, vol. 13, # 13, p. 1347 - 1349
[5] Tetrahedron Letters, 2006, vol. 47, # 27, p. 4619 - 4622