Abstract
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.
Original language | English |
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Pages (from-to) | 304-312 |
Number of pages | 9 |
Journal | Russian Chemical Bulletin |
Volume | 66 |
Issue number | 2 |
DOIs | |
Publication status | Published - 1 Feb 2017 |
Keywords
- 4-(ω-chloroalkoxy)phenols
- anomeric protective groups
- heterobifunctional building blocks
- phenols
- selective demethylation
ASJC Scopus subject areas
- Chemistry(all)