37949-03-4

基本信息
5,6,8,9-四氢-苯并7-环庚酮
5,6,8,9-四氢-苯并环庚烯-7-酮
5,6,8,9-四氢-苯并环庚烷-7-酮
5,6,8,9-四氢-7H-苯并环庚烯-7-酮
8,9-二氢-5H-苯并[7]轮烯-7(6H)-酮
6,7,8,9-四氢-5H-苯并[7]环轮烯-7-酮
7-benzocycloheptanone
BGB-324 intermediate
8,9-Dihydro-5H-benzo[7]annulen-7(6H)
5,6,8,9-tetrahydrobenzo[7]annulen-7-one
8,9-Dihydro-5H-benzo[7]annulen-7(6H)-one
5,6,8,9-TETRAHYDRO-BENZOCYCLOHEPTEN-7-ONE
6,7,8,9-Tetrahydro-5H-benzo[7]annulen-7-one
5,6,8,9-tetrahydro-7H-benzo[7]annulen-7-one
7-Oxo-6,7,8,9-tetrahydro-5H-benzo[7]annulene
物理化学性质
制备方法

24790-66-7

37949-03-4
以化合物(CAS:24790-66-7)为原料合成8,9-二氢-5H-苯并[7]轮烯-7(6H)-酮的一般步骤如下:首先,制备3 5,6,8,9-四氢-苯并环庚烯-7-酮(式II化合物)。将7-氧代-5,6,8,9-四氢苯并环庚烯-6,8-二羧酸二甲酯的异构体混合物(80 g,根据制备2获得)在氩气保护下,溶于3M硫酸水溶液(300 mL)和乙腈(50 mL)的混合溶液中,回流过夜。反应完成后,将混合物用乙醚稀释,用2M氢氧化钠水溶液(3×300 mL)中和,随后用硫酸镁干燥,并蒸发至干。将残余物在97-98℃、0.4-0.5托的条件下进行蒸馏,得到无色晶体(26.1 g,收率84%,α,α'-二溴-邻二甲苯)。产物的熔点为43-44℃。1H-NMR(CDCl3)数据如下:7.23(m,4H,芳香氢);2.91(m,2H,C(6)和C(8)位氢);2.62(m,2H,C(5)和C(9)位氢)。
参考文献:
[1] Patent: US2010/69504, 2010, A1. Location in patent: Page/Page column 5
[2] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 23, p. 6638 - 6646
[3] Patent: WO2008/83367, 2008, A2. Location in patent: Page/Page column 132-133
[4] Patent: WO2010/5876, 2010, A2. Location in patent: Page/Page column 55-56
[5] Drugs of the Future, 2018, vol. 43, # 9, p. 645 - 653