Reactions of 3,5-di- tert -butyl-1,2-benzoquinone with mercapto carboxylic acids

L. Yu. Ukhin; K. Yu. Suponitsky; E. N. Shepelenko; L. V. Belousova; D. V. Alekseenko; G. S. Borodkin; L. N. Etmetchenko

doi:10.1007/s11172-016-1363-6

Reactions of 3,5-di-tert-butyl-1,2-benzoquinone with mercapto carboxylic acids

Autores: Ukhin L.Y.¹, Suponitsky K.Y.², Shepelenko E.N.³, Belousova L.V.¹, Alekseenko D.V.¹, Borodkin G.S.¹, Etmetchenko L.N.¹
Afiliações:
1. Institute of Physical and Organic Chemistry, Southern Federal University
2. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences
3. Southern Scientific Center, Russian Academy of Sciences
Edição: Volume 65, Nº 3 (2016)
Páginas: 727-730
Seção: Full Articles
URL: https://journal-vniispk.ru/1066-5285/article/view/237501
DOI: https://doi.org/10.1007/s11172-016-1363-6
ID: 237501

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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.