Highly Efficient and Versatile Acetalization of Glycol Catalyzed by Cupric p-Toluenesulfonate

• Published in: Chinese journal of chemistry Vol. 25; no. 1; pp. 83 - 85
• Main Author: 刘彩华 于心玉 梁学正 王雯娟 杨建国 何鸣元
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 2007; WILEY‐VCH Verlag; Wiley
• Subjects: acetalization; aldehyde; Chemistry; Chemistry, Multidisciplinary; cupric p-toluenesulfonate; cyclohexanone; glycol; p-甲苯磺酸铜; Physical Sciences; Science & Technology; 乙二醇; 环己酮; 缩醛化反应; glycol; TETRAHYDROPYRANYLATION; STEREOCHEMISTRY; aldehyde; ALDEHYDES; ALCOHOLS; MILD; KETONES; cupric p-toluenesulfonate; cyclohexanone; PHENOLS; ASYMMETRIC INDUCTION; CHIRAL ACETALS; acetalization; CYCLIZATION
• ISSN: 1001-604X; 1614-7065
• DOI: 10.1002/cjoc.200790022

Acetalization of glycol with carbonyl compounds was carded out catalyzed by cupric p-toluenesulfonate. These carbonyl compounds included cyclohexanone, propionoaldehyde, n-butyraldehyde, /so-butyraldehyde, n-valeraldehyde, benzaldehyde and butanone. Satisfactory results were obtained： the conversions of these carbonyl compounds were more than 90%, the selectivities were higher than 99.1%, only 0.1% mole ratio of catalyst to substrate and 90 min were sufficient in most cases. The catalyst and products were separated easily by phase separation.