| 引用本文: | 李连连,张庆文.3-氯-4-(3-氟苄氧基)苯胺的合成[J].中国现代应用药学,2011,28(3):245-246. |
| LI Lianlian,ZHANG Qingwen.Practical Synthesis of 3-Chloro-4-(3-fluorobenzyloxy) aniline[J].Chin J Mod Appl Pharm(中国现代应用药学),2011,28(3):245-246. |
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| 摘要: |
| 目的 开发一条适合产业化的3-氯-4-(3-氟苄氧基)苯胺的合成工艺路线。方法 以间氟氯苄和2-氯-4-硝基苯酚为原料，依次经碳酸钾存在下的缩合反应、铁粉/氯化铵还原得到3-氯-4-(3-氟苄氧基)苯胺。结果 总收率为82%。所得产物经TLC、熔点和核磁共振氢谱表征，具有高纯度。结论 本方法原料价廉易得，操作简便，环境污染更小，预期适合工业化生产。 |
| 关键词: 3-氯-4-(3-氟苄氧基)苯胺 拉帕替尼 合成 间氟氯苄 2-氯-4-硝基苯酚 |
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| 基金项目:国家“重大新药创制”科技重大专项(2009ZX09301-007)；上海市基础研究重点项目(09JC1413200) |
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| Practical Synthesis of 3-Chloro-4-(3-fluorobenzyloxy) aniline |
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LI Lianlian, ZHANG Qingwen
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Division of Medicinal Chemistry, Shanghai Institute of Pharmaceutical Industry, Shanghai 200437, China
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| Abstract: |
| OBJECTIVE To develop a practical process for 3-chloro-4-(3-fluorobenzyloxy)aniline. METHODS 3-Chloro- 4-(3-fluorobenzyloxy)aniline was synthesized from 1-(chloromethyl)-3-fluorobenzene and 2-chloro-4-nitrophenol via condensation in the presence of potassium carbonate, followed by reduction with Fe/NH4Cl. RESULTS The overall yield of this process was 82%. The target product was characterized by TLC, melting point and 1H-NMR. CONCLUSION This synthetic process features are cheap and readily available starting materials, robustness, less waste burden, thus should be amenable to industrial production. |
| Key words: 3-chloro-4-(3-fluorobenzyloxy) aniline lapatinib synthesis 1-(chloromethyl)-3-fluorobenzene 2-chloro-4- nitrophenol |
