Rg. Buttery et Lc. Ling, DIRECT FORMATION OF 4-ALKOXY DERIVATIVES FROM 2,5-DIMETHYL-4-HYDROXY-3(2H)-FURANONE AND ALIPHATIC-ALCOHOLS, Journal of agricultural and food chemistry, 44(6), 1996, pp. 1512-1514
The reaction of 2,5-dimethyl-4-hydroxy-3(2H)-furanone (DHF) with aliph
atic alcohols using a small amount of strong acid catalyst proceeded,
in an analogous way to classical carboxylic acid ester formation, to g
ive good yields of the 4-alkoxy derivatives. This raises the possibili
ty that this type of ester-like formation might occur in foods that co
ntain both DHF and alcohols. Odor threshold determinations of 4-alkoxy
DHF derivatives from a number of common food alcohols including metha
nol, ethanol, butanol, 3-methylbutanol, and (Z)-3-hexenol showed them,
however, to be relatively weak odorants.