化学合成。
化学合成
合成路线 1（1. 合成：5326-50-1）
产率：94%
合成条件：With iodine; zinc In tetrahydrofuran for 5 h; Heating / reflux
实验步骤：参考例61; （1-羟基环己基）乙酸乙酯; 在氮气下向环己酮（9.52g，97.0mmol）的溶液中滴加锌粉（7.6g，116.4mmol）和少量碘的THF（100ml）溶液（溴化乙酸乙酯（11.8ml，106.7mmol））。 将混合物在回流下加热5小时。 在冰冷却下小心地加入10％硫酸（100ml），并用乙酸乙酯萃取混合物。 萃取液用饱和碳酸氢钠水溶液洗涤，用无水MgSO 4干燥，减压浓缩，得到标题化合物（17.2g，94％），为无色油状物。 1H-NMR（CDCl3）编号：1。 27（3H，t，J = 7.0Hz），1.35-1.71（10H，m），2.46（2H，s），3.43（1H，s），4.17（2H，q，J = 7.4Hz）。
参考文献：
- [1] Tetrahedron, 1996, vol. 52, # 28, p. 9575 - 9580 [2] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1993, # 17, p. 1963 - 1966 [3] Patent: WO2005/105802, 2005, A1. Location in patent: Page/Page column 127 [4] Bulletin of the Chemical Society of Japan, 1980, vol. 53, # 11, p. 3301 - 3307 [5] Journal of Organic Chemistry, 2002, vol. 67, # 10, p. 3518 - 3521 [6] Journal of the Chemical Society, Chemical Communications, 1986, # 10, p. 775 [7] Journal of Chemical Research - Part S, 2003, # 6, p. 374 - 376 [8] Tetrahedron Letters, 2004, vol. 45, # 8, p. 1807 - 1809 [9] Organic Letters, 2016, vol. 18, # 14, p. 3506 - 3508 [10] Journal of Organic Chemistry, 1983, vol. 48, # 22, p. 4108 - 4111 [11] Journal of Organic Chemistry, 2004, vol. 69, # 3, p. 997 - 1000 [12] Bulletin of the Chemical Society of Japan, 1984, vol. 57, # 11, p. 3242 - 3246 [13] Journal of Heterocyclic Chemistry, 2016, vol. 53, # 5, p. 1412 - 1415 [14] Synthetic Communications, 1989, vol. 19, # 13-14, p. 2355 - 2362 [15] Tetrahedron, 1994, vol. 50, # 40, p. 11709 - 11720 [16] Journal of Chemical Research, Miniprint, 1992, p. 2213 - 2246 [17] Journal of the Chemical Society, Chemical Communications, 1992, # 13, p. 941 - 942 [18] Journal of Organic Chemistry, 1996, vol. 61, # 16, p. 5400 - 5405 [19] Organic Letters, 2000, vol. 2, # 16, p. 2549 - 2551 [20] Journal of Organometallic Chemistry, 1985, vol. 289, p. 403 - 416 [21] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1989, p. 359 - 366 [22] Journal of the Chemical Society, Chemical Communications, 1994, # 10, p. 1225 - 1226 [23] Journal of the American Chemical Society, 1945, vol. 67, p. 1432,1434 [24] Journal of the Indian Institute of Science, 1925, vol. 8, p. 96 [25] Chem. Zentralbl., 1926, vol. 97, # I, p. 80 [26] Justus Liebigs Annalen der Chemie, 1905, vol. 343, p. 42 [27] Chem. Zentralbl., 1905, vol. 76, # II, p. 676 [28] Justus Liebigs Annalen der Chemie, 1912, vol. 387, p. 226 [29] Journal of the American Chemical Society, 1977, vol. 99, p. 7705 - 7707 [30] Bulletin de la Societe Chimique de France, 1960, p. 1196 - 1201 [31] Journal of the American Chemical Society, 1981, vol. 103, p. 7550 [32] Journal of Organic Chemistry, 1987, vol. 52, # 21, p. 4796 - 4798 [33] Journal of the American Chemical Society, 1986, vol. 108, p. 1617 [34] Journal of Chemical Research, Miniprint, 1992, # 9, p. 2409 - 2446 [35] Journal of Organic Chemistry, 1985, vol. 50, # 3, p. 416 - 417 [36] Journal of Organic Chemistry, 1994, vol. 59, # 25, p. 7902 - 7907 [37] Patent: WO2007/25307, 2007, A2. Location in patent: Page/Page column 300-301 [38] Synthesis (Germany), 2013, vol. 45, # 17, p. 2391 - 2396 [39] Advanced Synthesis and Catalysis, 2014, vol. 356, # 5, p. 1113 - 1118 [40] Patent: WO2008/106139, 2008, A1. Location in patent: Page/Page column 470
