2,3-Dimethyl-1,3-butadiene → Dimethyl 4,5-dimethyl-1,4-cyclohexadiene-1,2-dicarboxylate

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Reaction Steps

2,3-dimethylbutadiene (9.84 g, 0.12 mol) and dimethyl acetylenedicarboxylate (14.29, 0.1 mol) were stirred together in water (50 ml) at 60° C. for 24 hours. The emulsion was cooled to room temperature and filtered. The filtered solid was recrystallised from diethyl ether to give the title compound In 78% yield. N.m.r: δH (90 MHz, CDCl3) 3.70 (s,6H), 1.71 ppm (s,6H)

Provenance & Evidence