2508-29-4Relevant articles and documents
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Wilzbach,K.E.,Rausch,D.J.
, p. 2178 - 2179 (1970)
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Effective synthesis of 5-amino-1-pentanol by reductive amination of biomass-derived 2-hydroxytetrahydropyran over supported Ni catalysts
Li, Xuemei,Tian, Junying,Liu, Hailong,Tang, Congkui,Xia, Chungu,Chen, Jing,Huang, Zhiwei
, p. 631 - 641 (2020/01/28)
A highly efficient and green process was developed for the synthesis of useful 5-amino-1-pentanol (5-AP) from biomass-derived dihydropyran by coupling the in situ generation of 5-hydroxypentanal (5-HP, via the ring-opening tautomerization of 2-hydroxytetrahydropyran (2-HTHP)) and its reductive amination over supported Ni catalysts. The catalytic performances of the supported Ni catalysts on different oxides including SiO2, TiO2, ZrO2, γ-Al2O3, and MgO as well as several commercial hydrogenation catalysts were investigated. The Ni/ZrO2 catalyst presented the highest 5-AP yield. The characterization results of the oxide-supported Ni catalysts showed that the Ni/ZrO2 catalyst possessed high reducibility and a high surface acid density, which lead to the enhanced activity and selectivity of the catalyst. The effect of reaction parameters on the catalytic performance of the Ni/ZrO2 catalyst was studied, and a high 5-AP yield of 90.8% was achieved in the reductive amination of 2-HTHP aqueous solution under mild conditions of 80 °C and 2 MPa H2. The stability of the Ni/ZrO2 catalyst was studied using a continuous flow reactor, and only a slight decrease in the 5-AP yield was observed after a 90-h time-on-stream. Additionally, the reaction pathways for the reductive amination of 2-HTHP to synthesize 5-AP were proposed.
Heterogeneously catalyzed selective hydrogenation of amides to alcohols and amines
Xie, Yinjun,Hu, Peng,Bendikov, Tatyana,Milstein, David
, p. 2784 - 2788 (2018/06/18)
We report the heterogeneously catalyzed hydrogenation of amides to form alcohols and amines. This C-N bond cleavage reaction is catalyzed by silver on γ-alumina, proceeds smoothly in high yields and 100% selectivity, and is effective for both benzamides and aliphatic amides. This is in contrast to amide hydrogenation catalyzed by heterogeneous catalysts, which generally proceeds via C-O bond cleavage. Recycling experiments show that the catalyst Ag/γ-Al2O3 can be easily recovered and regenerated without decrease in catalytic activity.