1,2,4-Trimethylbenzene → HCID 76774163, compound

Participants

Reaction Steps

The [1-(2-butenyloxy)-2-methyl-2-propenyl]benzene (26.9 g, 0.126 mol), [RuCl2(PPh3)3] (280 mg), BHT (100 mg) and pseudo-cumene (25 ml) were heated together in an autoclave placed in an oil bath at 180° C. for 4 hours. After cooling to room temperature, the pseudo-cumene was distilled off (40° C./5 mbar) and the residue purified by column chromatography on silica gel (eluent: heptanes/ethyl acetate 50:1 to 10:1) followed by bulb-to-bulb distillation (87° C./0.008 mbar). 13.0 g of the desired product were obtained (yield=51%) as a 9:1 mixture of E/Z isomers.

Provenance & Evidence