8-Cyclohexadecen-1-one → HCID 53780017, compound

Participants

Reaction Steps

10.7 g of triphenylmethylphosphonium bromide are added at room temperature to a mixture of 20 ml of n-butyllithium (1.55 molar in hexane) and 60ml of diethyl ether. After the mixture has been held at room temperature for 4 hours, 7.3 g of 8-cyclohexadecen-1-one are added dropwise, and the mixture is refluxed for 18 hours. After filtration, the solvent is removed by distillation, the residue is purified by chromatography (SiO2, hexane/ethyl acetate 95:5), giving 2.5 g of 1-methylene-8-cyclohexadecene, identified by a 1H-NMR spectrum:

Provenance & Evidence