ISSN:
0009-2940
Keywords:
Reformatsky reaction, electrochemically assisted
;
Succinic anhydride
;
Sacrificial anodes
;
Indium
;
Hexanedicarboxylic acid, 3-oxo-2-substituted, 1-ethyl esters
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Zinc, tin, aluminium, indium, and iron were applied as sacrificial anodes in the electrochemically assisted Reformatsky reaction of succinic anhydride (1) with ethyl 2-bromoalkanoates 2. In all cases the expected 1-ethyl 3-oxohexanedioates 3 were abtained in good to moderate yields. However, the amount of current consumed for the dissolution of one equivalent of anode metal strongly depends on the kind of metal. Whereas aluminium and iron require 1 Faraday per equivalent (Faraday val-1), tin demands only 0.9 Faraday val-1, and zinc and indium require an even smaller amount of current. It is assumed that in the case of the last three metals the electro-chemical Reformatsky reaction is overlapped by a current-independent normal Reformatsky reaction, in which the anode acts as activated metal.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19931260526
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