42923-77-3

基本信息
6-甲氧基-1,2,3,4-四氢异喹啉
异喹啉,1,2,3,4-四氢-6-甲氧基-
6-甲氧基-1,2,3,4-四氢异喹啉 10G
6-Methoxy-1
AKOS BC-2988
Longimammatine
CHEMBRDG-BB 4101917
4-tetrahydroisoquinolin
6-Methoxy-1,2,3,4-tetrahydroisoquinolin
1,2,3,4-tetrahydro-6-methoxy-isoquinolin
1,2,3,4-Tetrahydro-6-methoxyisoquinoline
6-METHOXY-1,2,3,4-TETRAHYDRO-ISOQUINOLINE
物理化学性质
制备方法

22246-12-4

42923-77-3
6.1.18 6-甲氧基-1,2,3,4-四氢异喹啉(35)的合成:在氮气保护下,向6-(甲氧基)-3,4-二氢-1(2H)-异喹啉酮(34,1.4g,7.9mmol)的无水四氢呋喃(THF,20mL)溶液中缓慢加入氢化铝锂(LiAlH4,601mg,15.8mmol)。将反应混合物在60℃下搅拌过夜。反应完成后,冷却至室温,依次加入水(0.6mL)和15%氢氧化钠(NaOH)溶液(0.6mL)淬灭反应,继续搅拌30分钟。过滤反应混合物,减压浓缩滤液。所得残余物通过硅胶柱色谱法(洗脱剂:二氯甲烷/甲醇=20:1)纯化,得到目标产物35(1.06g,产率77%),为黄色油状物。1H NMR(400MHz,CDCl3):δ6.94(d,J=8.0Hz,1H),6.71(d,J=8.0Hz,1H),6.63(s,1H),4.00(s,2H),3.78(s,3H),3.16(t,J=5.6Hz,2H),2.83(t,J=5.2Hz,2H)。
参考文献:
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[2] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1993, vol. 32, # 12, p. 1209 - 1213
[3] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 2, p. 207 - 219
[4] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 4, p. 789 - 801
[5] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 21, p. 6855 - 6868