Reactions of 3,5-di-tert-butyl-1,2-benzoquinone with mercapto carboxylic acids |
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Authors: | L. Yu. Ukhin K. Yu. Suponitsky E. N. Shepelenko L. V. Belousova D. V. Alekseenko G. S. Borodkin L. N. Etmetchenko |
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Affiliation: | 1.Institute of Physical and Organic Chemistry,Southern Federal University,Rostov on Don,Russian Federation;2.A. N. Nesmeyanov Institute of Organoelement Compounds,Russian Academy of Sciences,Moscow,Russian Federation;3.Southern Scientific Center,Russian Academy of Sciences,Rostov on Don,Russian Federation |
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Abstract: | Heating of an equimolar mixture of 3,5-di-tert-butyl-1,2-benzoquinone with thiosalicylic acid led to 2-[(4,6-di-tert-butyl-2,3-dihydroxyphenyl)thio]benzoic acid. In the case of β-mercaptopropionic acid, 2-[(4,6-di-tert-butyl-2,3-dihydroxyphenyl)thio]propionic acid was formed, which upon reflux in Ac2O was converted to 6,8-di-tert-butyl-9-hydroxy-3,4-dihydro-2H-1,5benzoxathiepin-2-one. |
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