14572-89-5 对氨基苯基乙醇

运输信息：常温运输。危险描述：WGK Germany:3；危险等级为刺激性物质；存储类别为11 - 可燃固体；危险性类别包括眼部刺激类别2、经皮刺激类别2、特异性靶器官毒性 - 一次接触类别3；非危险化学品。

主要用于化学合成领域。

化学合成

合成路线 1（1. 合成：14572-89-5）

• 步骤: 将硝基苯（2a）（1.88g，15.3mmol）装入装有Ar的100mL玻璃高压灭菌器中，加入通过三次冻融循环脱气的甲醇（10mL）和Pd-NPs催化剂在DMF中的溶液（5.0mM，60μL，0.30μmol，S/Pd = 51,000:1）。通过Teflon套管引入氢气，重复五次压力循环至8atm，在50℃水浴中搅拌反应12.5小时。反应结束后减压浓缩，加入内标1,3,5-三甲氧基苯，用乙醚萃取，3M盐酸反萃取，碱化后乙醚萃取，盐水洗涤，无水硫酸钠干燥，减压浓缩后球对球蒸馏纯化得到苯胺。
• 条件: With hydrogen; In tetrahydrofuran; N,N-dimethyl-formamide; 50℃; 12.50 h; Inert atmosphere; Autoclave
• 收率: 93%
• 参考文献: [1] Organic Letters, 2009, vol. 11, #6, p.1345-1348; [2] Tetrahedron Letters, 2015, vol.56, #25, p.3913-3915; [3] Advanced Synthesis and Catalysis, 2013, vol.355, #5, p.907-911; [4] Synlett, 2018, vol.29, #13, p.1765-1768; [5] Organic Letters, 2008, vol.10, #8, p.1601-1604; [6] Chinese Chemical Letters, 2010, vol.21, #9, p.1015-1019; [7] Journal of the American Chemical Society, 2016, vol.138, #36, p.11872-11881

合成路线 2（2. 合成：14572-89-5）

• 步骤: 将1-乙酰基-氨基苯（300mg，2.2mmol）溶解在甲醇中，加入硼氢化钠（418mg，11mmol），冰浴冷却至20℃，搅拌1小时。加入水分解未反应的硼氢化钠，减压蒸发溶剂，硅胶色谱（洗脱液：氯仿:甲醇=30:1）纯化得到1-（氨基苯基）乙醇。
• 条件: at 20℃; 1 h; Cooling with ice
• 收率: 80%
• 参考文献: [1] Tetrahedron Letters, 2006, vol.47, #30, p.5261-5264; [2] ChemCatChem, 2017, vol.9, #1, p.80-83; [3] Advanced Synthesis and Catalysis, 2018, vol.360, #4, p.676-681; [4] Journal of Organic Chemistry, 1985, vol.50, #1, p.76-81; [5] Applied Catalysis A: General, 2010, vol.379, #1-2, p.38-44; [6] Russian Journal of General Chemistry, 2010, vol.80, #7, p.1309-1313; [7] Patent: US2013/45977, 2013, A1; [8] ChemCatChem, 2016, vol.8, #6, p.1139-1145; [9] Patent: WO2006/123145, 2006, A1; [10] European Journal of Organic Chemistry, 2017, vol.2017, #33, p.4972-4983; [11] Catalysis Communications, 2017, vol.92, p.1-4; [12] Synthetic Communications, 2011, vol.41, #9, p.1338-1347; [13] Synthesis (Germany), 2018, vol.50, #21, p.4254-4262; [14] Catalysis Letters, 2013, vol.143, #10, p.1061-1066; [15] Tetrahedron Asymmetry, 2006, vol.17, #12, p.1769-1774; [16] Bulletin de la Societe Chimique de France, 1894, vol.<3>11, p.318; [17] Tetrahedron Letters, 1987, vol.28, #40, p.4725-4728; [18] Journal of the American Chemical Society, 2002, vol.124, #22, p.6357-6361; [19] Synthesis, 2009, #23, p.4058-4062; [20] Organic and Biomolecular Chemistry, 2011, vol.9, #16, p.5863-5870; [21] Biocatalysis and Biotransformation, 2012, vol.30, #5-6, p.469-475; [22] RSC Advances, 2014, vol.4, #53, p.27955-27962; [23] Applied Catalysis A: General, 2014, vol.484, p.59-63; [24] European Journal of Inorganic Chemistry, 2015, vol.2015, #19, p.3182-3194; [25] Journal of Organic Chemistry, 2015, vol.80, #13, p.6784-6793; [26] Chemistry - A European Journal, 2015, vol.21, #45, p.16103-16112; [27] Journal of Molecular Catalysis B: Enzymatic, 2016, vol.124, p.29-37; [28] Organic Letters, 2017, vol.19, #13, p.3656-3659; [29] ChemCatChem, 2017, vol.9, #24, p.4501-4507; [30] Catalysis Communications, 2018, vol.112, p.26-30; [31] Journal of Organometallic Chemistry, 2018, vol.866, p.189-199; [32] Catalysis Communications, 2018, vol.115, p.49-54; [33] Inorganic Chemistry, 2018, vol.57, #18, p.11761-11774