丙二酸二甲酯均相催化加氢合成3-羟基丙酸甲酯的研究

doi:10.6023/cjoc201812014

有机化学 ›› 2019, Vol. 39 ›› Issue (5): 1450-1455.DOI: 10.6023/cjoc201812014 上一篇下一篇

研究简报

丙二酸二甲酯均相催化加氢合成3-羟基丙酸甲酯的研究

方霄龙^a,b, 段宁^a, 章敏^a, 张春燕^b, 刘睿^b, 朱红平^b

a 池州学院化学与材料工程学院池州 247000;
b 厦门大学化学化工学院固体表面物理化学国家重点实验室醇醚酯清洁生产国家工程实验室厦门 361005

收稿日期:2018-12-10 修回日期:2019-01-10 发布日期:2019-01-31
通讯作者: 方霄龙, 朱红平 E-mail:xlfang@stu.xmu.edu.cn;hpzhu@xmu.edu.cn
基金资助:
国家自然科学基金青年基金（No.21802010）、安徽省自然科学基金（No.1808085QB48）及池州学院青年教师科研启动基金（No.2018YJRC001）资助项目.

Homogeneous Catalytic Hydrogenation of Dimethyl Malonate into Methyl 3-Hydroxypropanoate

Fang Xiaolong^a,b, Duan Ning^a, Zhang Min^a, Zhang Chunyan^b, Liu Rui^b, Zhu Hongping^b

a College of Chemistry and Materials Engineering, Chizhou University, Chizhou 247000;
b State Key Laboratory of Physical Chemistry of Solid Surfaces, National Engineering Laboratory for Green Chemical Productions of Alcohols-Ethers-Esters, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005

Received:2018-12-10 Revised:2019-01-10 Published:2019-01-31
Contact: 10.6023/cjoc201812014 E-mail:xlfang@stu.xmu.edu.cn;hpzhu@xmu.edu.cn
Supported by:
Project supported by the National Natural Science Foundation for Young Scientists of China (No. 21802010), the Natural Science Foundation of Anhui Province (No. 1808085QB48), and the Starting Grants for Young Teachers of Chizhou University (No. 2018YJRC001).

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1. 丙二酸二甲酯均相催化加氢合成3-羟基丙酸甲酯的研究.PDF(562KB)

摘要/Abstract

以乙酰丙酮钌和膦胺配体作为催化剂体系，用于催化丙二酸二甲酯加氢制3-羟基丙酸甲酯.围绕催化反应性能，系统探讨了配体结构和用量、温度、时间以及溶剂等对丙二酸二甲酯转化率和3-羟基丙酸甲酯产率的影响.研究发现，乙酰丙酮钌和o-二苯基膦苯胺构成的催化剂体系在合适反应条件下可以有效催化丙二酸二甲酯选择性加氢制3-羟基丙酸甲酯.在优化的反应条件下，这一催化体系也可以催化多种不同结构酯类分子加氢制醇.

关键词: 乙酰丙酮钌, o-二苯基膦苯胺, 丙二酸二甲酯, 3-羟基丙酸甲酯

Ruthenium acetylacetonate and aminophosphine ligand were selected as the catalyst system and applied to the catalytic hydrogenation of dimethyl malonate into methyl 3-hydroxypropanoate. With the focus on the catalytic efficiency, the important factors with significant influences on the dimethyl malonate conversion and methyl 3-hydroxypropanoate selectivity were well discussed, including the structure and dosage of the ligand, temperature, reaction time, solvent, and so on. The results revealed that catalyst system of ruthenium acetylacetonate and o-(diphenylphosphino)aniline ligand could obtain significant catalytic results. Under the optimal reaction conditions, this catalyst system can also be applied to catalytic hydrogenation of some other esters with high efficiency.

Key words: ruthenium acetylacetonate, o-(diphenylphosphino)aniline, dimethyl malonate, methyl 3-hydroxypropanoate

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方霄龙, 段宁, 章敏, 张春燕, 刘睿, 朱红平. 丙二酸二甲酯均相催化加氢合成3-羟基丙酸甲酯的研究[J]. 有机化学, 2019, 39(5): 1450-1455.

Fang Xiaolong, Duan Ning, Zhang Min, Zhang Chunyan, Liu Rui, Zhu Hongping. Homogeneous Catalytic Hydrogenation of Dimethyl Malonate into Methyl 3-Hydroxypropanoate[J]. Chin. J. Org. Chem., 2019, 39(5): 1450-1455.

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丙二酸二甲酯均相催化加氢合成3-羟基丙酸甲酯的研究

Homogeneous Catalytic Hydrogenation of Dimethyl Malonate into Methyl 3-Hydroxypropanoate

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