Reaction of cycloheptanone with potassium persulfate, in ethanol or methanol, gave ethyl or methyl 7-hydroxyheptanoate which, by oxidation with PCC, were converted into ethyl or methyl 7-oxoheptanoate in good yields. Protection of aldehyde group of methyl 7-oxoheptanoate, followed by one-step conversion of carboxylic ester to the acetate gave, after regeneration of aldehyde group, 7-acetoxyheptanal.
An Improved Synthesis of Methyl or Ethyl 7-Oxoheptanoate and 7-Acetoxyheptanal
BALLINI, Roberto;MARCANTONI, Enrico;PETRINI, Marino
1991-01-01
Abstract
Reaction of cycloheptanone with potassium persulfate, in ethanol or methanol, gave ethyl or methyl 7-hydroxyheptanoate which, by oxidation with PCC, were converted into ethyl or methyl 7-oxoheptanoate in good yields. Protection of aldehyde group of methyl 7-oxoheptanoate, followed by one-step conversion of carboxylic ester to the acetate gave, after regeneration of aldehyde group, 7-acetoxyheptanal.File in questo prodotto:
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