106203-48-9Relevant articles and documents
Synthesis of Aldehyde and Carboxylic Acid Derivatives from 2-Hydroxymethyl-3-hydroxy-4H-pyran-4-one (α-Hydroxymaltol)
Looker, James H.,Cliffton, Michael D.
, p. 225 - 227 (2007/10/02)
α-Hydroxymaltol (2-hydroxymethyl-3-hydroxy-4H-pyran-4-one) (1) has been converted to the 3-O-methyl ether 2 and 3-O-p-nitrobenzyl ether 4 by standard methods.The ethers 2 and 4 have been oxidized by barium manganate to the corresponding aldehydes, 3 and 5, in 91 and 77percent yields respectively.Long-term reaction of 5 with hydrogen bromide in acetic acid gives 3-hydroxy-4H-pyran-4-one-2-carboxaldehyde (6).The aldehyde 3 is readily oxidized by short-term reaction with silver oxide to the corresponding acid 7.