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On the chemistry of α‐formyl‐2‐hydroxyacetophenone
Author(s) -
Széll T.,
Sohár P.,
Horváth Gy.
Publication year - 1995
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.1995199511286
Subject(s) - chemistry , benzaldehyde , chromone , piperidine , condensation , boiling , organic chemistry , ethanol , medicinal chemistry , catalysis , physics , thermodynamics
The title compound 1 undergoes cyclization and self‐condensation in the presence of dil. NaOH yielding chromone ( 2 ) and/or 1‐(3‐chromonyl)‐2‐(2‐hydroxybenzoyl)ethene ( 3 ). With benzaldehyde in the presence of piperidine in boiling ethanol, 1 reacts both by cyclization, and self‐condensation combined with cyclization to give 2, 3 and bis(3‐chromonyl‐phenyl)methane ( 5 ). If less than 0.1 M aq. NaOH is used 1 and benzaldehyde produces 3‐(α‐hydroxybenzoyl)chromone ( 4 ) which can also be converted into 5 .