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Synthesis of 1,4,9,12-Tetraoxa-dispiro[4.2.4.2] tetradeca-6, 13-diene via an Electrochemical Path

✍ Scribed by Paul Margaretha; Paul Tissot


Book ID
102249617
Publisher
John Wiley and Sons
Year
1975
Tongue
German
Weight
376 KB
Volume
58
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

The electrolysis of hydroquinone bis(2′‐hydroxyethyl)ether (3) in alkaline methanol gives 8‐[(2′‐hydroxy)ethoxy]‐8‐methoxy‐1, 4‐dioxa‐spiro[4.5]deca‐6, 9‐diene (4) which is converted to the title compound by treatment with traces of p‐toluenesulfonic acid in ether at 0° in 50% overall yield.


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## Abstract The molecular structures of the title compounds 3 and 5 were investigated by NMR and X‐ray structural methods. The NMR results suggest two equivalent halves for both molecules. The X‐ray study shows an approximate mirror plane for 3 and an approximate twofold axis for a significant port