Benzene → HCID 86657622, compound

Participants

Reaction Steps

The 1-[(1E)-3-(Allyloxy)-2-methyl-1-propenyl]-4-methylbenzene (72.7 g, 0.359 mol), [RuCl2(PPh3)3] (1.1 g), BHT (50 mg) and benzene (250 ml) were heated together in an autoclave placed in an oil bath at 165-170° C. for 24 hours. After cooling to room temperature, the benzene was evaporated under vacuum and the residue chromatographed on silica gel (eluent: heptanes/ethyl acetate 25:1 to 4:1), then distilled under vacuum through a 20-cm Widmer column. 21.3 g of the desired product were obtained (yield=29%) as a 40:60 mixture of diastereoisomers. B.P.=95° C./0.001 mbar

Provenance & Evidence