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[1]符世玮,葛 锐,汤佳凡,等.改进的(S)-3,3’-二(吡咯烷甲基)-八氢联萘酚合成方法[J].武汉工程大学学报,2021,43(02):124-127.[doi:10.19843/j.cnki.CN42-1779/TQ.202102006]
 FU Shiwei,GE Rui,TANG Jiafan,et al.Improved Synthetic Method of (S)-3,3’-Di(pyrrolidinylmethyl)-H8BINOL[J].Journal of Wuhan Institute of Technology,2021,43(02):124-127.[doi:10.19843/j.cnki.CN42-1779/TQ.202102006]
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《武汉工程大学学报》[ISSN:1674-2869/CN:42-1779/TQ]

卷:
43
期数:
2021年02期
页码:
124-127
栏目:
化学与化学工程
出版日期:
2021-04-30

文章信息/Info

Title:
Improved Synthetic Method of (S)-3,3’-Di(pyrrolidinylmethyl)-H8BINOL
文章编号:
1674 - 2869(2021)02 - 0124 - 04
作者:
符世玮葛 锐汤佳凡明 巍古双喜*
武汉工程大学化工与制药学院,湖北 武汉 430205
Author(s):
FU Shiwei GE Rui TANG Jiafan MING Wei GU Shuangxi *
School of Chemical Engineering and Pharmacy, Wuhan Institute of Technology, Wuhan 430205, China
关键词:
(S)-33’-二(吡咯烷甲基)-八氢联萘酚手性催化剂类曼尼希反应绿色溶剂
Keywords:
(S)-33’-di(pyrrolidinylmethyl)-H8BINOL chiral catalyst mannich-type reaction green solvent
分类号:
O622.6
DOI:
10.19843/j.cnki.CN42-1779/TQ.202102006
文献标志码:
A
摘要:
(S)-3,3’-二(吡咯烷甲基)-八氢联萘酚可广泛应用于不对称催化反应和手性分子识别,但其合成方法仍有待改进。以(S)-联萘酚为原料,通过环境友好的两步反应在乙醇溶剂中合成了(S)-3,3’-二(吡咯烷甲基)-八氢联萘酚。在(S)-联萘酚的氢化反应中,研究了钯的负载量及其回收套用,发现在质量分数1%~5%(钯净含量占原料)的钯炭催化剂的作用下,反应收率均几乎定量,但所需反应时间不同。在类曼尼希反应中,开发了改进的合成方法,不仅溶剂更为绿色,而且后处理方法更为简单、高效和省时,产品收率高达97.9%。
Abstract:
(S)-3,3’-di(pyrrolidinylmethyl)-octahydrobinaphthol can be widely used in asymmetric catalytic reactions and chiral molecular recognition, but its synthesis method still needs improvement. (S)-3,3’-di(pyrrolidinylmethyl)-octahydrobinaphthol was synthesized through an environment-friendly two-step reaction in ethanol solvent from (S)-binaphthol. In the hydrogenation reaction of (S)-binaphthol, the loading amount of Pd, the recycling and reusing of catalyst were studied. It was found that the yield is almost quantitative under 1%-5% Pd [the net weight of Pd relative to (S)-binaphthol in different reaction time]. In the Mannich-type reaction, an improved synthesis method was developed. The solvent is greener, the post-treatment method is simpler, more efficient and time-saving, moreover, the product yield is as high as 97.9%.

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备注/Memo

备注/Memo:
收稿日期:2021-02-14基金项目:国家自然科学基金(21877087);武汉工程大学研究生创新基金(CX 2019008)作者简介:符世玮,硕士研究生。E-mail:760703115@qq.com*通讯作者:古双喜,博士,副教授,硕士研究生导师。E-mail:shuangxigu@163.com引文格式:符世玮,葛锐,汤佳凡,等. 改进的(S)-3,3’-二(吡咯烷甲基)-八氢联萘酚合成方法[J]. 武汉工程大学学报,2021,43(2):124-127.
更新日期/Last Update: 2021-04-26