引用本文:
方程, 姜建文, 刘晓玲, 盛寿日. 9,9-二(3-氨基-4-羟基苯基)呫吨的合成[J]. 应用化学,
2015, 32(1): 60-63.
doi:
10.11944/j.issn.1000-0518.2015.01.140123
Citation: FANG Cheng, JIANG Jianwen, LIU Xiaoling, SHENG Shouri. Preparation of 9,9-Bis(3-amino-4-hydroxyphenyl) xanthene[J]. Chinese Journal of Applied Chemistry, 2015, 32(1): 60-63. doi: 10.11944/j.issn.1000-0518.2015.01.140123
Citation: FANG Cheng, JIANG Jianwen, LIU Xiaoling, SHENG Shouri. Preparation of 9,9-Bis(3-amino-4-hydroxyphenyl) xanthene[J]. Chinese Journal of Applied Chemistry, 2015, 32(1): 60-63. doi: 10.11944/j.issn.1000-0518.2015.01.140123
9,9-二(3-氨基-4-羟基苯基)呫吨的合成
摘要:
以醋酸酐为溶剂,将9,9-二(4-羟基苯基)呫吨与浓硝酸在15℃左右发生硝化反应1.5 h,形成中间体-9,9-二(3-硝基-4-羟基苯基)呫吨,产率为88.5%;继而以Pd/C为催化剂,80%的水合肼为还原剂,在乙醇和1,4-二氧六环混合溶剂中,于70℃将中间体进行还原反应10 h,得到目标产物9,9-二(3-氨基-4-羟基苯基)呫吨,产率为90.8%,两步反应总收率为80.4%。中间体与目标化合物经NMR、FTIR和元素分析等确定了它们的结构。
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关键词:
- 二(硝基羟基苯基)呫吨
- / 二(氨基羟基苯基)呫吨
- / 硝化反应
- / 还原反应
- / 水合肼
English
Preparation of 9,9-Bis(3-amino-4-hydroxyphenyl) xanthene
Abstract:
Treatment of 9,9-bis (4-hydroxyphenyl) xanthene (1) with nitric acid (69% mass fraction) in acetic anhydride at 15℃ for 1.5 h afforded the intermediate,9,9-bis(3-nitro-4-hydroxyphenyl) xanthene(2) in 88.5% yield. Compound 2 was then reduced to the target,9,9-bis(3-amino-4-hydroxyphenyl) xanthene (3) in 90.8% yield by hydrazine hydrate in the presence of catalytic amount of Pd/C at 70℃ for 10 h in ethanol/dioxane mixed solvents. The two-step overall yield of compound 3 is about 80.4% (based on compound 1). The structures of intermediate 2 and target compound 3 were characterized by NMR,IR and elemental analysis.
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