Hexane → HCID 18647278, compound

Participants

Reaction Steps

A solution of (3R,4R)l,l-dibromo-3-tetrahydro-pyranyloxy-4-methoxy-4-methyl-l-octene (240 mg; 0.58 mmol) in THF (2 ml) is added dropwise to a refluxing mixture of activated magnesium turnings (activated with I2, 183 mg, 0.75 mmol) in THF (1 ml). The mixture is refluxed for 1 h, hexane (5 ml) is added and the suspension is filtered through a short path of silica gel. The filter cake is washed with ether and the solvent is removed in vacuo. The alkyne (3R,4R)3-tetrahydropyranyloxy-4-methoxy-4-methyl-l-octyne is purified by column chromatography on silica gel, eluting with 5% EtOAc in petroleum ether, to afford (3R,4R)3-tetrahydropyranyloxy-4-methoxy-4-methyl-l-octyne.

Provenance & Evidence