Glycerol → Octadienyl glyceryl ether

Participants

Reaction Conditions

Reaction Steps

In a 500-mL autoclave, charged were 70 g (0.76 mol) of glycerin, 0.7 g (2.3 mmol) of bis(acetylacetonato)palladium (II), 2.7 g (5.0 mmol) of triphenylphosphine-2,2′-disulfonic acid dipotassium salt dihydrate and 35 g of water. The mixture was heated to 80° C., whereby a water-soluble liquid phase was obtained. After cooling, a hydrocarbon solvent phase containing 100 g (1.85 mol) of 1,3-butadiene dissolved in 100 g of n-octane was introduced at a time into the autoclave. While stirring, the mixture was heated to 80° C. again. The initial pressure in the autoclave showed 0.9 Mpa. After stirring at 80° C. for 12 hours, the water phase and unreacted butadiene were removed. The residue was washed with water and n-octane was removed, whereby 106 g of octadienyl glyceryl ether was obtained as a pale yellow transparent oil.

Provenance & Evidence