Mechanical treatments of veratrylglycerol-#x3B2;-syringaldehyde ether (M) were conducted with a ceramic ball mill or a vibration ball mill in the presence of water andn-paraffin alcohols which were used as #xB7;OH scavengers. Addition of 1 each of the alcohols to the milling process of Compound (M) greatly decreased the yields of the products, e.g. veratryl alcohol2, vanillin3, syringaldehyde4, 3,5-dimethoxy-p-benzoquinone5, 3,5-dimethoxy-p-hydroquinone6and others. Another addition ofn-paraffin alcohols to aqueous media during the millings also significantly reduced the concentration of H2O2. When phthalic hydrazide (P) was treated in the mills in the aqueous media, triacetoxyphthalazine (1A), 3-acetoxyphthalic acid (2A) and other products were separated from the acetates of the reaction mixtures. Results mentioned above disclosed the generation of #xB7;O2H, #xB7;OH, and #xB7;H in the aqueous media during the mechanical treatments.
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