Propanedioic acid, dibutyl ester → Tetrabutyl propane-1,1,2,3-tetracarboxylate

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Reaction Steps

One half gram of sodium metal is dissolved in 200 mls n-butanol and to this solution is added 108 g (0.5 mol) of dibutyl malonate. After reacting for five minutes, 114 grams (0.5 mole) of dibutyl maleate is added and the reaction mixture is refluxed for 6 hours. The solution is neutralized with a few drops of conc. hydrochloric acid and then filtered. The excess n-butanol is distilled off in vacuo to give 213 grams of a tetrabutyl propane-1,1,2,3-tetracarboxylate. The structure is confirmed by NMR analysis (CDCl3) ##STR14## CH3 (a) multiplet at 0.84-1.12δ CH2 (b) multiplet at 1.12-2.00δ

Provenance & Evidence