Pyruvic Acid → HCID 89601336, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 2-oxopropanoic acid (3.40 g, 38.6 mmol), DMAP (0.48 g, 3.9 mmol) and (E)-3,7-dimethyl-2,6-octadienol (10.00 g, 64.8 mmol) in dichloromethane (90 ml) was cooled on an ice-bath before a solution of DCC (9.18 g, 44.5 mmol) in dichloromethane (45 ml) was added during 30 min. The reaction mixture was stirred for 10 min at 0° C., then at room temperature for ca. 5 h. The precipitate formed in the reaction was filtered off and the filtrate taken up in ether, washed with water (3×), HCl (10%, 3×), a saturated solution of NaHCO3 (3×) and water. The organic layer was dried (Na2SO4) and concentrated. Column chromatography (SiO2, heptane/ether 4:1) gave 4.68 g (53%) of a slightly yellow oil.

Provenance & Evidence