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

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

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 2017, Volume: 66, Number: 2, Pages: 304-312 Pages count : 9 DOI: 10.1007/s11172-017-1732-9

Authors

Zinin A.I. ¹ , Stepanova E.V. ^1,2 , Jost U. ^1,3 , Kondakov N.N. ¹ , Shpirt A.M. ¹ , Chizhov A.O. ¹ , Torgov V.I. ¹ , Kononov L.O. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation
2	bNational Research Tomsk Polytechnic University, 30 prosp. Lenina, 634050 Tomsk, Russian Federation
3	Institut für Chemie, Universität Rostock, AlbertEinsteinStr. 3A, 18059 Rostock, Germany

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) n X (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.

Zinin A.I. , Stepanova E.V. , Jost U. , Kondakov N.N. , Shpirt A.M. , Chizhov A.O. , Torgov V.I. , Kononov L.O.
An efficient multigram-scale synthesis of 4-(ω-chloroalkoxy)phenols
Russian Chemical Bulletin. 2017. V.66. N2. P.304-312. DOI: 10.1007/s11172-017-1732-9 WOS Scopus OpenAlex

Web of science:	WOS:000405088100014
Scopus:	2-s2.0-85021833388
OpenAlex:	W2726905137

DB	Citing
OpenAlex	16
Scopus	16
Web of science	16