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Convenient substitution of hydroxypyridines with trifluoroacetaldehyde ethyl hemiacetal
Author(s) -
Gong Yuefa,
Kato Katsuya,
Kimoto Hiroshi
Publication year - 2001
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570380103
Subject(s) - chemistry , hemiacetal , anhydrous , yield (engineering) , potassium carbonate , organic chemistry , catalysis , medicinal chemistry , metallurgy , materials science
Thermal substitution of 4‐hydroxypyridine 1 with trifluoroacetaldehyde ethyl hemiacetal (TFAE) leads to a moderate yield of 3‐(1‐hydroxy‐2,2,2‐trifluoroethyl)‐4‐hydroxypyridine 7 in the presence of a catalytic amount of anhydrous potassium carbonate. Under similar conditions, several α‐trifluoromethyl hydroxy‐pyridinemethanols 8–15 are easily prepared from 2‐ or 3‐hydroxypyridines 2–6 .