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Synthesis of methyl (±)-2,3-O-isopropylideneglycerate by electrochemical oxidation of (±)-1,2-O-isopropylideneglycerol

✍ Scribed by Schwarz, Karl-Heinz ;Kleiner, Katharina ;Ludwig, Ralf ;Schrötter, Eberhard ;Schick, Hans

Publisher
John Wiley and Sons
Year
1991
Tongue
English
Weight
186 KB
Volume
1991
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

The anodic oxidation of (±)‐1,2‐O‐isopropylideneglycerol at a silver/silver oxide electrode with a controlled potential of +0.9 V vs. SCE in 2.5 N sodium hydroxide affords sodium (±)‐2,3‐O‐isopropylideneglycerate in a yield of 75%. Treatment of this salt with dimethyl sulfate and potassium carbonate in boiling acetone leads to methyl (±)‐2,3‐O‐isopropylideneglycerate in a yield of 81%.

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