Acid Degradation of Lignin. V. Degradation Products Related to the Phenylcoumaran Type of Structure.

Abstract

Dihydrodehydrodiconiferyl alc. was refluxed 4 hr with 0.2 M HCl in 9:1 dioxane-water to obtain the phenylcoumarone I [R = (CH2)3OH] and minor amts. of the stilbene II [R = (CH2)3OH]. Similarly, the acidolysis of dehydrodiconiferyl alc. formed the phenylcoumarone I and the stilbene II (R = CH2COCH2OH), which were considered to be formed from phenylcoumaran structural elements carrying a glycerol side chain linked to an adjacent unit by a β-ether bond. [on SciFinder(R)]