Oxygen → Dimethyl 2-octylmalonate

Participants

Reaction Steps

A mixture of 30 mmol of dimethyl malonate, 2 mmol of 1-octene, 0.04 mmol of manganese(II) acetate, 0.002 mmol of zirconium hydroxyacetate and 2 ml of acetic acid was stirred at 90° C. in an atmosphere of a gaseous mixture of nitrogen and oxygen (9:1) (1 atm=0.101 MPa) for 3 hours. The resulting reaction mixture was analyzed to find that dimethyl 2-octylmalonate (yield: 22%), dimethyl 2-(2-oxooctyl)malonate (trace amount), α-methoxycarbonyl-γ-hexyl-γ-butyrolactone (trace amount), dimethyl 2-(2-octyloctyl)malonate (yield: 6%) and dimethyl 2,2-dioctylmalonate (yield: 2%) were produced with a conversion from 1-octene of 60%.

Provenance & Evidence