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The '''Adams decarboxylation''' is a chemical reaction that involved the [[decarboxylation]] of [[coumarin]]s which have [[carboxylic acid]] group in the third position. The decarboxylation is achieved by aqueous solution of [[sodium bisulfite]], heat and a concentrated solution of [[sodium hydroxide]].<ref>{{cite journal|author=Adams, R.;Mathieu, J.|journal= [[J. Amer. Chem. Soc.]]|year=1948|volume=70|pages=2120|doi=10.1021/ja01186a037|title=A New Synthesis of Atranol (2,6-Dihydroxy-4-methylbenzaldehyde) and the Corresponding Cinnamic Acid|issue=6}}</ref><ref>{{cite journal|author=Adams, R.; Bockstaheler, T.E. |journal=[[J. Amer. Chem. Soc.]]|year=1952|volume=74|pages=5346|doi=10.1021/ja01141a038|title=Preparation and Reactions of o-Hydroxycinnamic Acids and Esters|issue=21}}</ref><ref>{{cite journal|author=Cramer, F.; Windel, H.|journal= [[Chem. Ber.]] |year=1956|volume=89|pages=354|doi=10.1002/cber.19560890227|title=Über Einschlußverbindungen, X. Mitteil.: Die blauen Jodverbindungen der Cumarine und anderer verwandter Verbindungen|issue=2}}</ref>
The '''Adams decarboxylation''' is a chemical reaction that involved the [[decarboxylation]] of [[coumarin]]s which have [[carboxylic acid]] group in the third position. The decarboxylation is achieved by aqueous solution of [[sodium bisulfite]], heat and a concentrated solution of [[sodium hydroxide]].<ref>{{cite journal|authors =Adams, R.;Mathieu, J.|journal= [[J. Amer. Chem. Soc.]]|year=1948|volume=70|pages=2120|doi=10.1021/ja01186a037|title=A New Synthesis of Atranol (2,6-Dihydroxy-4-methylbenzaldehyde) and the Corresponding Cinnamic Acid|issue=6}}</ref><ref>{{cite journal|authors =Adams, R.; Bockstaheler, T.E. |journal=[[J. Amer. Chem. Soc.]]|year=1952|volume=74|pages=5346|doi=10.1021/ja01141a038|title=Preparation and Reactions of o-Hydroxycinnamic Acids and Esters|issue=21}}</ref><ref>{{cite journal|authors =Cramer, F.; Windel, H.|journal= [[Chem. Ber.]] |year=1956|volume=89|pages=354|doi=10.1002/cber.19560890227|title=Über Einschlußverbindungen, X. Mitteil.: Die blauen Jodverbindungen der Cumarine und anderer verwandter Verbindungen|issue=2}}</ref>


[[File:Adams decarboxylation.png|center|]]
[[File:Adams decarboxylation.png|center|]]

Revision as of 05:30, 14 May 2016

The Adams decarboxylation is a chemical reaction that involved the decarboxylation of coumarins which have carboxylic acid group in the third position. The decarboxylation is achieved by aqueous solution of sodium bisulfite, heat and a concentrated solution of sodium hydroxide.[1][2][3]

References

  1. ^ "A New Synthesis of Atranol (2,6-Dihydroxy-4-methylbenzaldehyde) and the Corresponding Cinnamic Acid". J. Amer. Chem. Soc. 70 (6): 2120. 1948. doi:10.1021/ja01186a037. {{cite journal}}: Unknown parameter |authors= ignored (help)
  2. ^ "Preparation and Reactions of o-Hydroxycinnamic Acids and Esters". J. Amer. Chem. Soc. 74 (21): 5346. 1952. doi:10.1021/ja01141a038. {{cite journal}}: Unknown parameter |authors= ignored (help)
  3. ^ "Über Einschlußverbindungen, X. Mitteil.: Die blauen Jodverbindungen der Cumarine und anderer verwandter Verbindungen". Chem. Ber. 89 (2): 354. 1956. doi:10.1002/cber.19560890227. {{cite journal}}: Unknown parameter |authors= ignored (help)