有机酸钾盐催化硫醇的β⁃羟乙基化反应

Organic Acid Potassium Salt Catalyzed β⁃Hydroxyethylation of Thiols

赵敬伟 宫红 李飞 王锐

Jingwei Zhao Hong Gong Fei Li Rui Wang

辽宁石油化工大学 石油化工学院，辽宁 抚顺 113001

School of Petrochemical Engineering，Liaoning Petrochemical University，Fushun Liaoning 113001，China

研究了一种有机酸钾盐(KA)催化硫醇与碳酸乙烯酯反应合成β?羟乙基硫醚的方法。结果表明，在常压、无溶剂条件下，KOAc、KSAc和HCOOK具有较高的催化活性，多元有机酸钾盐的催化活性相对较低，而CF3SO3K和CH3SO3K无催化活性。以KOAc为催化剂，各种硫醇的反应活性顺序为苯硫酚>2?巯基乙醇>糠硫醇>正构脂肪族硫醇。根据软硬酸碱理论，探讨了钾盐活化-S-H的反应机理。

A method for synthesizing β?hydroxyethyl sulfide by reacting a thiol with ethylene carbonate by an organic acid potassium salt (KA) was reported. The results show that under normal pressure and solvent?free conditions, KOAc, KSAc and HCOOK have higher catalytic activity, and the catalytic activity of multi?organic potassium salt is relatively lower, while CF3SO3K and CH3SO3K have no catalytic activity. With KOAc as a catalyst, the order of reaction of various thiols is thiophenol>2?mercaptoethanol>hydrazine thiol>normal aliphatic thiol. According to the theory of soft and hard acid and base, the activation mechanism of -S-H by potassium salt was discussed.

辽宁省自然科学基金项目(20180550246)

10.3969/j.issn.1672-6952.2022.01.004