104-86-9 对氯苄胺

运输信息：常温运输。危险描述：危险性质为否，属于非危险品。

化学合成

化学合成

路线1：钌(II)络合物催化腈还原法

• 收率：90%
• 条件：以C₂₅H₁₉N₃ORuS为催化剂，KOtBu为碱，在异丁醇中120℃、惰性气氛下反应0.5小时
• 步骤：氩气氛下，室温搅拌钌(II)络合物（1M）与2-丁醇（5mL）5分钟；加入KOtBu（0.05mM）再搅拌5分钟；加入腈（0.5mM），120℃反应30分钟；反应后加石油醚除催化剂，过滤，1M HCl中和；醚层经短硅胶柱过滤，加十六烷作内标，GC测产率
• 参考文献：[1] Chemistry - A European Journal, 2016, vol.22, #14, p.4991-5002；[2] Journal of the American Chemical Society, 2015, vol.137, #28, p.8888-8891；[3] Journal of Coordination Chemistry, 2015, vol.68, #2, p.321-334；[4] Synlett, 2001, #10, p.1623-1625；[5] Catalysis Letters, 2016, vol.146, #10, p.2149-2156；[6] Angewandte Chemie - International Edition, 2016, vol.55, #47, p.14653-14657；[7] Angew. Chem., 2016, vol.128, #47, p.14873-14877；[8] Tetrahedron, 1992, vol.48, #21, p.4301-4312；[9] Tetrahedron, 2002, vol.58, #11, p.2211-2213；[10] Journal of the Chemical Society, 1946, p.466；[11] Journal of the American Chemical Society, 1951, vol.73, p.242；[12] Synthesis, 1981, #8, p.605-606；[13] European Journal of Inorganic Chemistry, 2011, #22, p.3381-3386；[14] Chemistry - A European Journal, 2013, vol.19, #14, p.4437-4440；[15] Patent: US8563753, 2013, B2. Location in patent: Page/Page column 17; 18; 19; 20；[16] European Journal of Organic Chemistry, 2015, vol.2015, #27, p.5944-5948；[17] Chemical Communications, 2016, vol.52, #9, p.1812-1815；[18] Journal of the American Chemical Society, 2016, vol.138, #28, p.8781-8788；[19] Journal of the American Chemical Society, 2016, vol.138, #28, p.8809-8814；[20] ChemCatChem, 2016, vol.8, #7, p.1329-1334；[21] ACS Catalysis, 2017, vol.7, #1, p.275-284；[22] Catalysis Science and Technology, 2018, vol.8, #2, p.499-507

路线2：苯甲醛肟还原法

• 收率：92%
• 条件：以纳米Fe₃O₄（粒径约70nm）、ZrCl₄为催化剂，NaBH₃CN为还原剂，无溶剂下75-80℃反应2小时
• 步骤：将苯甲醛肟（0.121g，1mmol）和纳米Fe₃O₄（0.046g，0.2mmol）在瓷研钵中研磨；加入ZrCl₄（0.233g，1mmol）室温继续研磨片刻；砂浆置于油浴加热至75-80℃，分批加入NaBH₃CN（0.314g，5mmol）并在75-80℃研磨15分钟；反应完成后加H₂O（5mL）搅拌5分钟，EtOAc（2×5mL）萃取，无水Na₂SO₄干燥，蒸发溶剂得纯液体苄胺
• 产物表征：¹H NMR（CDCl₃,300MHz）：δ7.25-7.33（m，5H），3.83（s，2H），2.04（s，2H）；¹³C NMR（CDCl₃,75.5MHz）：δ140.06,128.56,128.41,128.20,127.65,127.00,53.05；FT-IR（KBr，υcm⁻¹）：3368,3292,3061,3026,2920,2858,1605,1585,1511,1494,1452,1246,1026,866,736,698
• 参考文献：[1] Journal of the Chinese Chemical Society, 2005, vol.52, #1, p.109-112；[2] Bulletin of the Korean Chemical Society, 2011, vol.32, #9, p.3323-3326；[3] Bulletin of the Korean Chemical Society, 2011, vol.32, #9, p.3448-3452；[4] Journal of Chemical Research - Part S, 2003, #6, p.332-334；[5] Synthetic Communications, 2004, vol.34, #4, p.599-605；[6] Journal of the Iranian Chemical Society, 2015, vol.12, #5, p.873-878；[7] Catalysis Letters, 2016, vol.146, #10, p.2149-2156；[8] Organic and Biomolecular Chemistry, 2016, vol.14, #45, p.10599-10619；[9] Patent: EP2511283, 2012, A1. Location in patent: Page/Page column 18；[10] Organic and Biomolecular Chemistry, 2013, vol.11, #3, p.407-411；[11] Patent: US2013/45942, 2013, A1. Location in patent: Paragraph 0114；[12] Patent: JP2015/172077, 2015, A. Location in patent: Paragraph 0102