18791-78-1 3-溴噻吩-4-甲醛

运输方式为冰袋运输。危险等级为IRRITANT（刺激性），海关编码为2934999090，非危险化学品。

化学合成

化学合成

路线1：以噻吩为起始原料的多步合成

• 步骤：噻吩在氯仿中与溴于0℃反应5小时（最后1小时不冷却），回流5小时后用3M NaOH淬灭，有机相处理后得四溴噻吩（75%）；四溴噻吩在无水乙醚中与丁基锂（己烷溶液）于0℃反应，后处理得3,4-二溴噻吩（77%）；3,4-二溴噻吩在无水乙醚中与nBuLi于-78℃反应5分钟，加入冷DMF（-78℃）反应10分钟，加6N HCl后处理，真空蒸馏两次得产物
• 条件：Stage #1: n-丁基锂、无水乙醚、-78℃、0.08h；Stage #2: -78℃、0.17h；最终处理温度23℃
• 产率：69%
• 参考文献：[1] Organic and Biomolecular Chemistry, 2011, vol.9, #23, p.8016-8029；[2] RSC Advances, 2015, vol.5, #77, p.62336-62342；[3] Journal of Heterocyclic Chemistry, 2017, vol.54, #6, p.3682-3688；[4] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1994, #19, p.2735-2744；[5] Chemistry - A European Journal, 2016, vol.22, #2, p.694-703；[6] Patent: WO2004/58702, 2004, A2. Location in patent: Page 32; 24；[7] Patent: US6340759, 2002, B1. Location in patent: Example 278；[8] Journal of Photochemistry and Photobiology A: Chemistry, 2010, vol.212, #2-3, p.81-87；[9] Journal of the American Chemical Society, 2017, vol.139, #24, p.8194-8199；[10] Bulletin de la Societe Chimique de France, 1967, p.4115-4120；[11] Bioorganic and medicinal chemistry letters, 2002, vol.12, #15, p.2011-2014；[12] Patent: WO2016/144848, 2016, A1. Location in patent: Page/Page column 43; 44；[13] Patent: WO2016/144846, 2016, A1. Location in patent: Page/Page column 65；[14] Patent: WO2016/144849, 2016, A1. Location in patent: Page/Page column 38；[15] Patent: WO2016/144847, 2016, A1. Location in patent: Page/Page column 42