A solution of
sodium methoxide is prepared by dissolving 6.3 g. (0.27 atom) of sodium in 150 cc. of absolute methyl alcohol (Note
1) in a
1-l. flask provided with a
reflux condenser. To this is added a solution of
50 g. (0.23 mole) of 1,3,5-trinitrobenzene (p. 541) in
550 cc. of absolute methyl alcohol. The mixture is boiled for about twenty minutes. The reflux condenser is then replaced by a still head and condenser, and about
300–350 cc. of alcohol is distilled. The residue in the flask is cooled to 20° and filtered.
The crude product is purified by recrystallization from hot ordinary
methyl alcohol. On account of the low solubility of the
dinitroanisole in hot
methyl alcohol, the best results are obtained by boiling the crude product with a few grams of
decolorizing carbon (Norite) in about
500 cc. of methyl alcohol, filtering the hot solution through a
hot funnel, cooling the solution, filtering, and using the mother liquors for another extraction. After five extractions no more of the product is dissolved. The yield of pure product melting at
105° is
29–35 g. (
63–77 per cent of the theoretical amount).