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- Title
Chlorination of 2,3,6-trialkyl-5,8-dihydroxy-1,4-naphthoquinones with HCl-MnO in acetic acid. effective transformation of 2,3,6-trialkyl-2,3,7-trichloro-1,2,3,4-tetrahydronaphthalene-1,4-diones into 7-chloro-2,3,6-trialkyl-5,8-dihydroxy-1,4-naphthoquinones
- Authors
Polonik, N.; Polonik, S.; Denisenko, V.; Moiseenko, O.; Anufriev, V.
- Abstract
Chlorination of 2,3,6-trialkyl-5,8-dihydroxy-1,4-naphthoquinones with HCl-MnO in acetic acid gave a mixture of 7-chloro-2,3,6-trialkyl-5,8-dihydroxy-1,4-naphthoquinones and 2,3,7-trichloro-2,3,6-trialkyl-1,2,3,4-tetrahydronaphthalene-1,4-diones, the latter being formed via addition of the second chlorine molecule to monochloro derivatives. The reduction of 2,3,7-trichloro-2,3,6-trialkyl-1,2,3,4-tetrahydronaphthalene-1,4-diones with sodium dithionite in alkaline medium resulted in the formation of 7-chloro-2,3,6-trialkyl-5,8-dihydroxy-1,4-naphthoquinones in high yield.
- Subjects
CHLORINATION; NAPHTHOQUINONE; ACETIC acid; TETRAHYDRONAPHTHALENE; SODIUM
- Publication
Russian Journal of Organic Chemistry, 2011, Vol 47, Issue 7, p1045
- ISSN
1070-4280
- Publication type
Article
- DOI
10.1134/S1070428011070128