Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on Ketene and Its Derivatives. CX. Synthesis of 1, 3-Dimethoxyfluoren-9-ones
JUN NAKANONOBUYA KATAGIRITETSUZO KATO
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1982 Volume 30 Issue 7 Pages 2590-2594

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Abstract

The synthesis of 1, 3-dimethoxyfluoren-9-ones (7a-f) from ethyl 2-aryl-4, 6-dihydroxybenzoates (4a-d), prepared by the reaction of diketene with ethyl 3-aryl-3-oxopropionates (3a-d), is described. Reaction of diketene with 3a-d in the presence of sodium hydride in tetrahydrofuran gave 4a-d. Methylation of 4a-d with methyl iodide, followed by treatment with alcoholic sodium hydroxide, gave 2-aryl-4, 6-dimethoxybenzoic acids (6a-d). Cyclization of 6a-d with trifluoroacetic anhydride gave 7a-f.

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© The Pharmaceutical Society of Japan
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