Glycerol → Octadienyl glyceryl ether

Temperature

80 °C

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.

1. additionIn a 500-mL autoclave, charged
2. temperatureAfter cooling
3. additionwas introduced at a time into the autoclave
4. temperaturethe mixture was heated to 80° C. again
5. stirringAfter stirring at 80° C. for 12 hours
6. customthe water phase and unreacted butadiene were removed
7. washThe residue was washed with water and n-octane
8. customwas removed

ORD record

ord-35153977a99e4cc3a63809e6cb0b68ae

Source dataset

uspto-grants-2003_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06504063B2