| 彭潇楚,符青坛,吴禄勇,陈昱学.L-脯氨酸/K2CO3催化的Claisen-Schmidt 反应研究[J].海南师范大学学报自科版,2016,29(4):411-413 |
| L-脯氨酸/K2CO3催化的Claisen-Schmidt 反应研究 |
| A Research on L-proline Catalyzed Claisen-Schmidt Reaction |
| 投稿时间：2016-09-17 |
| DOI：10.12051/j.issn.1674-4942.2016.04.012 |
| 中文关键词: L-脯氨酸 碱 Claisen-Schmidt 反应 α，β-不饱和酮 |
| 英文关键词: L-proline base Claisen-Schmidt reaction α,β-unsaturated ketone |
| 基金项目:海南省自然科学基金资助项目（20152039）；海南省大学生创新创业训练计划项目（cxcysj2015003） |
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| 中文摘要: |
| Claisen-Schmidt 反应是制备α，β-不饱和酮的重要方法，温和而高选择性的反应是一个
有机化学中的难点问题. 本文以L-脯氨酸为催化剂，以环己酮和苯甲醛的Claisen-Schmidt 缩合反应
为模型，对反应条件进行了考察，通过氨基酸、碱及反应溶剂进行了反应筛选和优化. 结果表明，L-
脯氨酸/K2CO3能高选择性地催化合成α，β-不饱和酮，避免了双缩合产物. 在20 mol%的脯氨酸和
K2CO3参与下，以DMSO 为反应溶剂，反应效果最佳，产率74%. 同时，该催化体系下，环己酮与其他芳
香醛也高效高选择性地实现缩合反应，产率74 ~ 93%. |
| 英文摘要: |
| Claisen-Schmidt reaction is an important method for the preparation of α, β-unsaturated ketones, in which mild
and regioselective synthesis of the mono-condensation product is a difficult problem. This paper, chooses Claisen-Schmidt
condensationof cyclohexanone with benzaldehyde as the model reaction, L-proline as catalyst, and investigates a variety of reaction conditions. To optimize reaction results, several amino acids, bases, and solvents are screened, and the results show
that L-proline/K2CO3 can successfully catalyze Claisen-Schmidt condensation reaction without bis-condesation. Under 20
mol% of L-proline and with K2CO3 as catalyst in DMSO, the reaction gives corresponding α, β-unsaturated ketone in the best
yield of 74%. Under the optimum reaction conditions, the reaction of cyclohexanone with other aromatic aldehydes can be
achieved in the yields of 74 ~ 93%. |
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