Abstract
1. 2,3,4-Tri-O-benzyl-1,6-anhydroglucose reacts with sodium in liquid ammonia with formation of levoglucosan and bibenzyl. No phenolic substances were detected in the reaction products. 2. 2,3,4-Tri-O-acetyl-1,6-anhydroglucose reacts with a solution of sodium in liquid ammonia with formation of levoglucosan and acetamide. It was shown that phenol was absent in the reaction products. 3. 1,6-Anhydroglucose reacts with sodium in liquid ammonia with formation of an alcoholate, from which 1,6-anhydroglucose is recovered quantitatively when the product is treated with water. On treatment with a large excess of sodium, 1,6-anhydroglucose is partially changed with formation of a resin that does not contain phenols.
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