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An anomalous by‐product in the von pechmann reaction
Author(s) -
Belletire J. L.,
Donahue K.,
Kellogg M.
Publication year - 1979
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.5570160439
Subject(s) - chemistry , coumarin , sulfuric acid , condensation , reaction conditions , organic chemistry , product (mathematics) , condensation reaction , catalysis , thermodynamics , physics , geometry , mathematics
During condensation of 4‐chloro‐2‐methylphenol with diethyloxalacetate in sulfuric acid the spirodilactone 3 was observed as well as the desired coumarin 1 . Further reaction of 1 under the reaction conditions with 4‐chloro‐2‐methylphenol did not produce 3 readily. These observations imply the formation of the intermediate 10 prior to production of the novel spirodilactone 3 .
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