670-80-4 1-吗啉基-1-环己烯
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安全说明
常温运输。非危险化学品。WGK Germany:3,F:9,TSCA listed,海关编码:29349990,存储类别:10 - 可燃性液体。危险性类别: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。危险性描述:H315; H319; H335。危险标志:GHS07。危险性防范说明:P261; P305 + P351 + P338。
用途与制备
化学合成。
化学合成
产率:85% 合成条件:With toluene-4-sulfonic acid In toluene at 20 - 110℃; for 5 h; 实验步骤:一般步骤:向吗啉(10.5mL,0.12mol,1.2当量)的无水甲苯(70mL)溶液中加入环己酮(10.4mL,0.10mol,1.0当量),然后在室温下加入对甲苯磺酸(0.20g,1.16mmol,0.016当量)。回流5小时后,冷却所得溶液,然后减压浓缩,得到相应的吗啉烯胺11和12,产率分别为60%和85%。 参考文献:[1] Tetrahedron Letters, 1997, vol. 38, # 12, p. 2039 - 2042 [2] Synlett, 1997, vol. 1997, # 11, p. 1245 - 1246 [3] Journal of Chemical Research, Synopses, 1995, # 1, p. 21 [4] Journal of Organic Chemistry, 1998, vol. 63, # 2, p. 377 - 378 [5] Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1984, vol. 38, # 1, p. 49 - 54 [6] Medicinal Chemistry Research, 2013, vol. 22, # 8, p. 3779 - 3786 [7] European Journal of Medicinal Chemistry, 2017, vol. 125, p. 478 - 491 [8] Journal of Organic Chemistry, 1993, vol. 58, # 22, p. 6072 - 6075 [9] Australian Journal of Chemistry, 1982, vol. 35, # 9, p. 1859 - 1871 [10] Journal of Chemical Research, 2005, # 12, p. 800 - 801 [11] Synthesis (Germany), 2018, vol. 50, # 22, p. 4359 - 4368 [12] Tetrahedron Letters, 2017, vol. 58, # 26, p. 2525 - 2529 [13] Comptes Rendus Chimie, 2017, vol. 20, # 5, p. 484 - 491 [14] Patent: EP2157088, 2010, A1. Location in patent: Page/Page column 38 [15] Synthesis, 1993, # 10, p. 953 - 954 [16] Catalysis Science and Technology, 2016, vol. 6, # 11, p. 3929 - 3937 [17] Justus Liebigs Annalen der Chemie, 1959, vol. 623, p. 117,123 [18] Organic Syntheses, 1973, vol. Coll. Vol. V, p. 808 [19] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1980, p. 1778 - 1782 [20] Tetrahedron, 1982, vol. 38, # 10, p. 1499 - 1504 [21] Tetrahedron, 1981, vol. 37, # 16, p. 2921 - 2928 [22] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1988, p. 369 - 374 [23] Journal of the American Chemical Society, 1988, vol. 110, # 1, p. 198 - 204 [24] Bulletin of the Chemical Society of Japan, 1989, vol. 62, # 7, p. 2348 - 2352 [25] Collection of Czechoslovak Chemical Communications, 1995, vol. 60, # 8, p. 1343 - 1356 [26] Tetrahedron, 1998, vol. 54, # 26, p. 7563 - 7572 [27] Tetrahedron, 2005, vol. 61, # 23, p. 5585 - 5593 [28] Tetrahedron, 2005, vol. 61, # 24, p. 5725 - 5734 [29] Tetrahedron, 2004, vol. 60, # 13, p. 2965 - 2969 [30] Organic Letters, 2007, vol. 9, # 26, p. 5421 - 5424 [31] Organic and Biomolecular Chemistry, 2007, vol. 5, # 23, p. 3778 - 3786 [32] Tetrahedron, 2011, vol. 67, # 2, p. 531 - 539 [33] Patent: EP2287159, 2011, A1. Location in patent: Page/Page column 8 [34] Patent: WO2011/13077, 2011, A1. Location in patent: Page/Page column 9 [35] Organic Letters, 2011, vol. 13, # 16, p. 4244 - 4247 [36] Bulletin of the Korean Chemical Society, 2011, vol. 32, # 5, p. 1650 - 1656 [37] European Journal of Medicinal Chemistry, 2012, vol. 50, p. 113 - 123 [38] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 2, p. 388 - 394 [39] Tetrahedron Letters, 2013, vol. 54, # 47, p. 6298 - 6302 [40] Journal of Polymer Science, Part A: Polymer Chemistry, 2014, vol. 52, # 2, p. 188 - 199 [41] Chinese Chemical Letters, 2014, vol. 25, # 5, p. 693 - 698 [42] Synthetic Communications, 2014, vol. 44, # 12, p. 1817 - 1824 [43] Molecules, 2014, vol. 19, # 6, p. 7287 - 7307 [44] Russian Journal of General Chemistry, 2014, vol. 84, # 11, p. 2073 - 2075 [45] Zhurnal Obshchei Khimii, 2014, vol. 84, # 11, p. 1774 - 1776,3 [46] PLoS ONE, 2015, vol. 10, # 3, [47] MedChemComm, 2015, vol. 6, # 8, p. 1544 - 1553 [48] Patent: US2015/259271, 2015, A1. Location in patent: Paragraph 0019 [49] Chemical Biology and Drug Design, 2015, vol. 86, # 4, p. 753 - 763 [50] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 1, p. 166 - 174 [51] Patent: CN105837425, 2016, A. Location in patent: Paragraph 0026; 0027 [52] European Journal of Medicinal Chemistry, 2017, vol. 127, p. 885 - 899 [53] Synlett, 2017, vol. 28, # 10, p. 1160 - 1164 [54] European Journal of Medicinal Chemistry, 2017, vol. 139, p. 726 - 740 [55] European Journal of Medicinal Chemistry, 2018, vol. 157, p. 716 - 728 110-91-8 108-94-1 670-80-4 以吗啉和环己酮为原料合成1-吗啉基-1-环己烯的一般步骤如下:向吗啉(10.5 mL,0.12 mol,1.2当量)的无水甲苯(70 mL)溶液中加入环己酮(10.4 mL,0.10 mol,1.0当量),随后在室温下加入对甲苯磺酸(0.20 g,1.16 mmol,0.016当量)作为催化剂。将反应混合物加热回流5小时。反应完成后,冷却反应液,随后在减压条件下浓缩,得到目标产物1-吗啉基-1-环己烯,产率为85%。 参考文献:[1] Tetrahedron Letters, 1997, vol. 38, # 12, p. 2039 - 2042 [2] Synlett, 1997, vol. 1997, # 11, p. 1245 - 1246 [3] Journal of Chemical Research, Synopses, 1995, # 1, p. 21 [4] Journal of Organic Chemistry, 1998, vol. 63, # 2, p. 377 - 378 [5] Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1984, vol. 38, # 1, p. 49 - 54