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Synthesis of 3,5‐dichloro‐6‐ethyl‐2,4‐dihydroxybenzoic acid – the aromatic constituent of lipiarmycin A3
Author(s) -
Alexy Markus,
Scharf HansDieter
Publication year - 1991
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.1991199101235
Subject(s) - chemistry , ethyl acetoacetate , yield (engineering) , ethyl ester , organic chemistry , carboxylic acid , catalysis , materials science , metallurgy
3,5‐Dichloro‐6‐ethyl‐2,4‐dihydroxybenzoic acid ( 5 , homodichloroorsellinic acid) is the polysubstituted aromatic carboxylic acid found in the macrolide antibiotic lipiarmycin A3. A convenient synthesis of the title compound from ethyl 2‐pentenoate and ethyl acetoacetate is described (five steps, 41% overall yield).