One-pot synthesis of short-chain cyclic acetals via tandem hydroformylation–acetalization under biphasic conditions,Reaction Chemistry & Engineering

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One-pot synthesis of short-chain cyclic acetals via tandem hydroformylation–acetalization under biphasic conditions
Reaction Chemistry & Engineering ( IF 3.4 ) Pub Date : 2021-4-1 , DOI: 10.1039/d1re00070e
Dmitry Gorbunov _{1,

2,

3,

4,

5} , Maria Nenasheva _{1,

2,

3,

4,

5} , Alexander Gorbunov _{1,

2,

3,

4,

5} , Roman Matsukevich _{1,

2,

3,

4,

5} , Anton Maximov _{4,

5,

6} , Eduard Karakhanov _{1,

2,

3,

4,

5}

Affiliation

A novel method for the synthesis of 2-ethyl-1,3-dioxolane and related short-chain acetals by tandem hydroformylation–acetalization of ethylene is described. The reaction occurs in a biphasic system. The polar phase contains a catalytic system (Rh/TPPTS/H⁺), which is easy to separate and remains active when reused. Under optimized conditions the hydroformylation TOF reaches 1520 h⁻¹ with an acetal selectivity of 90%. How the pH value, temperature, solvent and structure of the starting polyols influence the efficiency and selectivity of the tandem reaction is shown.

中文翻译：

在两相条件下通过串联羰基化-缩醛化一锅合成短链环状缩醛

描述了一种通过乙烯的串联加氢甲酰化-缩醛化合成2-乙基-1,3-二氧戊环和相关的短链缩醛的新方法。该反应在双相系统中发生。极性相包含催化体系（Rh / TPPTS / H ⁺），该体系易于分离，在重复使用时仍保持活性。在最佳条件下，加氢甲酰化TOF达到1520 h ^-1，乙缩醛选择性为90％。显示了起始多元醇的pH值，温度，溶剂和结构如何影响串联反应的效率和选择性。

更新日期：2021-04-15

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