Synthetic Studies on Sorigenins. III. Syntheses of 4-Methoxynaphtho [2, 3-c] furan-1 (3H)-one and 5-Methoxynaphtho [1, 2-c] furan-3 (1H)-one

Autor:	Zen-ichi Horii, Yasumitsu Tamura, Yasuhiko Yamawaki, Teiji Tanaka, Toyoshi Katagi
Rok vydání:	1962
Předmět:	Decarboxylation Chloral hydrate Sulfuric acid Ether General Chemistry General Medicine Methylation Alkaline hydrolysis (body disposal) chemistry.chemical_compound chemistry Furan Drug Discovery medicine Organic chemistry medicine.drug
Zdroj:	Chemical and Pharmaceutical Bulletin. 10:898-901
ISSN:	1347-5223 0009-2363
DOI:	10.1248/cpb.10.898
Popis:	Condensation of ethyl 4-hydroxy-2-naphthoate (IV) and chloral hydrate with sulfuric acid followed by methylation, alkaline hydrolysis and decarboxylation gave 4-methoxynaphtho [2, 3-c] furan-1 (3H)-one (II). On the other hand, the methyl ether (V) of (IV) was transformed to 5-methoxynaphtho [1, 2-c] furan-3 (1H)-one (VIII) by a similar sequence of reactions. Synthesis of (VIII) by another route starting from ethyl 1-methyl-4-hydroxy-2-naphthoate gave a synthetic confirmation to the structure of (VIII).
Databáze:	OpenAIRE
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