化学合成。
4-溴-2，6-二甲基苯酚是一种芳基卤化物。在有机合成中，芳基卤化物是广泛存在于许多具有生物活性的天然产物中，同时芳基卤化物作为重要的有机合成中间体，大大提高了有机合成的效率。
合成路线 1（1. 合成：2374-05-2）
产率：72 %Spectr.
合成条件：With tetrabutylammomium bromide; dihydrogen peroxide; trifluoroacetic acid In water at 25℃; for 24 h; Inert atmosphere
实验步骤：一般步骤：在装有回流冷凝器的10mL双颈烧瓶中，放置底物（0.25mmol）和四丁基溴化铵（161.2mg，0.50mmol）。 将烧瓶抽空并用Ar回填。 向混合物中加入超纯水（0.5mL），三氟乙酸（57.5μL，0.75mmol）和30％H 2 O 2（77μL，0.75mmol）。 将混合物在25℃下在Ar下搅拌，然后用1：1的饱和Na 2 S 2 O 3水溶液和饱和NaHCO 3水溶液处理，并用乙醚萃取。 将有机层用Na 2 SO 4干燥，过滤，蒸发。 加入1,3,5-三甲氧基苯或六甲基苯作为内标，并进行1H NMR分析以确定NMR产率。 产品的光谱数据与市售和真实样品的光谱数据相同。
参考文献：
- [1] Bulletin of the Chemical Society of Japan, 1989, vol. 62, # 10, p. 3373 - 3375 [2] Synthetic Communications, 2010, vol. 40, # 21, p. 3226 - 3232 [3] Organic Letters, 2006, vol. 8, # 19, p. 4291 - 4293 [4] Chinese Chemical Letters, 2012, vol. 23, # 4, p. 387 - 390 [5] Organic Letters, 2015, vol. 17, # 12, p. 2886 - 2889 [6] Journal of Organic Chemistry, 2005, vol. 70, # 11, p. 4267 - 4271 [7] Tetrahedron Letters, 2010, vol. 51, # 2, p. 340 - 342 [8] Tetrahedron, 2010, vol. 66, # 34, p. 6906 - 6911 [9] Journal of the Iranian Chemical Society, 2012, vol. 9, # 3, p. 321 - 326 [10] Tetrahedron Letters, 1994, vol. 35, # 38, p. 7055 - 7056 [11] Journal of Chemical Research - Part S, 2002, # 6, p. 272 - 275 [12] Tetrahedron Letters, 1997, vol. 38, # 27, p. 4865 - 4868 [13] Canadian Journal of Chemistry, 2009, vol. 87, # 2, p. 440 - 447 [14] Journal of the American Chemical Society, 2010, vol. 132, # 2, p. 863 - 872 [15] Patent: US5817888, 1998, A [16] Synthetic Communications, 2010, vol. 40, # 6, p. 868 - 876 [17] Journal of the Chilean Chemical Society, 2011, vol. 56, # 4, p. 863 - 865 [18] Tetrahedron Letters, 2007, vol. 48, # 7, p. 1255 - 1259 [19] Oriental Journal of Chemistry, 2011, vol. 27, # 2, p. 429 - 434 [20] Chemistry - An Asian Journal, 2009, vol. 4, # 8, p. 1213 - 1216 [21] RSC Advances, 2018, vol. 8, # 32, p. 17806 - 17812 [22] Journal of Organic Chemistry, 1983, vol. 48, # 5, p. 759 - 761 [23] Journal of the Chemical Society, 1948, p. 209,211 [24] Chemische Berichte, 1908, vol. 41, p. 2339 [25] Bulletin of the Chemical Society of Japan, 1975, vol. 48, p. 2127 - 2133 [26] Tetrahedron, 1981, vol. 37, p. 747 - 751 [27] Canadian Journal of Chemistry, 1983, vol. 61, p. 1045 - 1052 [28] Russian Journal of Organic Chemistry, 1993, vol. 29, # 11.2, p. 1868 - 1870 [29] Zhurnal Organicheskoi Khimii, 1993, vol. 29, # 11, p. 2251 - 2254 [30] Journal of Organic Chemistry, 1999, vol. 64, # 4, p. 1191 - 1196 [31] Organic Letters, 2007, vol. 9, # 18, p. 3499 - 3502 [32] Chemistry Letters, 2017, vol. 46, # 12, p. 1708 - 1710
