化学合成；3-氧代环丁烷甲腈是一种有机化合物，常用作医药中间体，可由3-亚甲基环丁烷甲腈氧化制备得到，可用的氧化剂为高碘酸钠和臭氧。
医药
路线1：
- 原料：3-亚甲基环丁烷甲腈（30g，370mmol）、偏高碘酸钠（284g，1.32mol）、三氯化钌一水合物（1.5g，7.23mmol，2.2mol%）
- 溶剂：DCM-MeCN-水（645mL:645mL:945mL）
- 步骤：在5℃下，将偏高碘酸钠分小批（30-45分钟内）加入到3-亚甲基环丁烷甲腈和三氯化钌一水合物的混合溶剂中；反应混合物在室温下剧烈搅拌；分离有机相，水相用DCM（3×1500mL）萃取；合并的有机萃取物通过快速硅胶小垫过滤，硅胶垫用2000mL DCM洗涤；滤液用MgSO₄干燥，过滤并减压浓缩，得到产物。
- 条件：5-20℃（反应温度）
- 收率：100%
- 参考文献：[1] Patent: US2012/122843, 2012, A1. Location in patent: Page/Page column 39；[2] Patent: WO2015/179190, 2015, A1. Location in patent: Paragraph 0331；[3] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 13, p. 3947 - 3953；[4] Patent: US2014/80803, 2014, A1. Location in patent: Paragraph 1262；[5] Journal of Medicinal Chemistry, 2016, vol. 59, # 10, p. 4926 - 4947；[6] Patent: WO2013/62964, 2013, A2. Location in patent: Paragraph 1265；[7] Patent: US2014/80803, 2014, A1. Location in patent: Paragraph 1133；[8] Patent: US2014/80803, 2014, A1. Location in patent: Paragraph 1154；[9] Patent: WO2011/31554, 2011, A2. Location in patent: Page/Page column 175；[10] Synthetic Communications, 2005, vol. 35, # 5, p. 657 - 662；[11] Patent: WO2015/115673, 2015, A1. Location in patent: Page/Page column 88；[12] Patent: EP2738156, 2014, A1. Location in patent: Paragraph 0140-0141；[13] Patent: WO2015/196071, A1. Location in patent: Paragraph 0406；[14] Patent: , 2015, . Location in patent: Paragraph 0406；[15] Patent: WO2016/105468, 2016, A1. Location in patent: Paragraph 0194；[16] Patent: WO2016/115090, 2016, A1. Location in patent: Paragraph 0400；[17] Patent: WO2017/40606, 2017, A1. Location in patent: Paragraph 0357；[18] Patent: WO2009/64835, 2009, A1. Location in patent: Page/Page column 144-145；[19] Patent: US2009/233903, 2009, A1. Location in patent: Page/Page column 51-52；[20] Patent: US2010/160356, 2010, A1. Location in patent: Page/Page column 33-34；[21] Patent: US2017/50961, 2017, A1. Location in patent: Paragraph 1061; 1062; 1063; 1064；[22] Journal of the American Chemical Society, 1959, vol. 81, p. 2723,2725；[23] Journal of the American Chemical Society, 1971, vol. 93, # 1, p. 110 - 120；[24] Patent: WO2008/147544, 2008, A1. Location in patent: Page/Page column 103；[25] Patent: WO2008/147547, 2008, A1. Location in patent: Page/Page column 136-137；[26] Patent: WO2009/64418, 2009, A1. Location in patent: Page/Page column 78；[27] Patent: US2010/120774, 2010, A1. Location in patent: Page/Page column 34-35；[28] Patent: WO2013/28670, 2013, A1. Location in patent: Page/Page column 114, 115；[29] Patent: US9181236, 2015, B2. Location in patent: Page/Page column 139；[30] Patent: WO2016/24185, 2016, A1. Location in patent: Page/Page column 119
路线2：
- 原料：3-亚甲基环丁烷甲腈（20249-16-5）
- 参考文献：Tetrahedron, 2001, vol. 57, # 11, p. 2221 - 2230
路线3：
- 原料：3-亚甲基环丁烷甲腈（20249-16-5）
- 步骤：在5℃下，将偏高碘酸钠（284g，1.32mol）分小批（30-45分钟内）加入到3-亚甲基环丁烷甲腈和三氯化钌一水合物（2.2mol%，1.5g，7.23mmol）在DCM-MeCN-水（645mL:645mL:945mL）的混合溶剂中；反应混合物在室温下剧烈搅拌；分离有机相，水相用DCM（3×1500mL）萃取；合并的有机萃取物通过快速硅胶小垫过滤，硅胶垫用2000mL DCM洗涤；滤液用MgSO₄干燥，过滤并减压浓缩，得到3-氧代环丁烷甲腈（28g，100%）
- 参考文献：US2012/122843, 2012, A1. Location in patent: Page/Page column 39；WO2015/179190, 2015, A1. Location in patent: Paragraph 0331；Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 13, p. 3947 - 3953；US2014/80803, 2014, A1. Location in patent: Paragraph 1262；Journal of Medicinal Chemistry, 2016, vol. 59, # 10, p. 4926 - 4947
