An efficient multigram-scale synthesis of 4-(ω-chloroalkoxy)phenols


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Efficient multigram two-step syntheses of 4-(2-chloroethoxy)phenol and 4-(3-chloropropoxy)phenol in >70% yields starting from 4-hydroxybenzaldehyde and reagents with general formula Cl(CH2)nX (X = Cl, n = 2; X = OTs, n = 3) are proposed. 4-(2-Chloroethoxy)phenol can also be conveniently prepared from 4-methoxyphenol and 1,2-dichloroethane. The compounds thus obtained can be used in carbohydrate chemistry to synthesize glycosides bearing "universal" 4-(ω-chloroalkoxy)phenyl aglycons.

作者简介

A. Zinin

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: leonid.kononov@gmail.com
俄罗斯联邦, 47 Leninsky prosp., Moscow, 119991

E. Stepanova

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences; National Research Tomsk Polytechnic University

Email: leonid.kononov@gmail.com
俄罗斯联邦, 47 Leninsky prosp., Moscow, 119991; 30 prosp. Lenina, Tomsk, 634050

U. Jost

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences; Institut für Chemie, Universität Rostock

Email: leonid.kononov@gmail.com
俄罗斯联邦, 47 Leninsky prosp., Moscow, 119991; Albert-Einstein-Str. 3A, Rostock, 18059

N. Kondakov

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: leonid.kononov@gmail.com
俄罗斯联邦, 47 Leninsky prosp., Moscow, 119991

A. Shpirt

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: leonid.kononov@gmail.com
俄罗斯联邦, 47 Leninsky prosp., Moscow, 119991

A. Chizhov

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: leonid.kononov@gmail.com
俄罗斯联邦, 47 Leninsky prosp., Moscow, 119991

V. Torgov

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: leonid.kononov@gmail.com
俄罗斯联邦, 47 Leninsky prosp., Moscow, 119991

L. Kononov

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

编辑信件的主要联系方式.
Email: leonid.kononov@gmail.com
俄罗斯联邦, 47 Leninsky prosp., Moscow, 119991

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