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词条 Skraup reaction
释义

  1. See also

  2. References

{{Reactionbox
| Name = Skraup reaction
| Type = Ring forming reaction
| NamedAfter = Zdenko Hans Skraup
| Section3 = {{Reactionbox Identifiers
| RSC_ontology_id = 0000062
}}

The Skraup synthesis is a chemical reaction used to synthesize quinolines. It is named after the Czech chemist Zdenko Hans Skraup (1850-1910). In the archetypal Skraup reaction, aniline is heated with sulfuric acid, glycerol, and an oxidizing agent such as nitrobenzene to yield quinoline.[1][2][3][4]

In this example, nitrobenzene serves as both the solvent and the oxidizing agent. The reaction, which otherwise has a reputation for being violent, is typically conducted in the presence of ferrous sulfate.[5] Arsenic acid may be used instead of nitrobenzene and the former is better since the reaction is less violent.[6]

See also

  • Bischler-Napieralski reaction
  • Doebner-Miller reaction

References

1. ^{{cite journal | author = Skraup, Z. H. | title = Eine Synthese des Chinolins | journal = Berichte | year = 1880 | volume = 13 | pages = 2086}}
2. ^{{cite journal | author = Manske, R. H. F. | journal = Chem. Rev. | year = 1942 | volume = 30 | pages = 113 | doi = 10.1021/cr60095a006 | title = The Chemistry of Quinolines.}}
3. ^{{cite journal | last1=Manske | first1=Richard H. F. |last2=Kulka | first2=Marshall | journal = Org. React. | year = 1953 | volume = 7 | pages = 80–99 | title = The Skraup Synthesis of Quinolines | doi = 10.1002/0471264180.or007.02}}
4. ^{{cite journal | author = Wahren, M. | journal = Tetrahedron | year = 1964 | volume = 20 | pages = 2773 | doi = 10.1016/S0040-4020(01)98495-9 | title = Stabilisotop markierte verbindungen—II , Untersuchung der skraupschen chinolin-synthese mit hilfe von 15N | issue = 12}}
5. ^{{OrgSynth | author = Clarke, H. T.; Davis, A. W. | title = Quinoline | collvol = 1 | collvolpages = 478 | year = 1941 | prep = cv1p0478}}
6. ^{{cite book | last1=Finar | first1=Ivor Lionel | title=Organic Chemistry, Volume 1 | page=857 | edition=6th | year=1973 | isbn=978-0582442214}}
{{DEFAULTSORT:Skraup Reaction}}

3 : Condensation reactions|Quinoline forming reactions|Name reactions

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