Glycerol → HCID 86708448, compound

Temperature

140 °C

A stirred autoclave was charged, at room temperature, with 65.61 g (712 mmol) of glycerol, 2.29 g (17.6 mmol) of methyl caproate, 0.23 g (10 wt %) of AMBERLYST® (a polymer based catalyst) 15 resin and 0.23 g (1 mol %) of Pd/C at 5%. The autoclave was then pressurized at 50 bar of dihydrogen gas H2, and then it was heated at 140° C. for 16 h, stirring vigorously. After 16 h of reaction, the reaction mixture was brought back to room temperature. The catalyst was then filtered on a MILLIPORE® filter (a membrane filter) (0.45 pm) and was rinsed with absolute ethanol. The solvents were then evaporated and the organic products were extracted from the glycerol phase by extraction with CH2Cl2 (3×50 ml). The organic phase was washed with water (2×20 ml) and the CH2Cl2 was then evaporated at reduced pressure. The crude reaction product was analyzed by GC/MS. 1-O-hexyl-glycerol ether was obtained at 62% GC yield.

1. customAfter 16 h of reaction
2. customwas brought back to room temperature
3. filtrationThe catalyst was then filtered on a MILLIPORE®
4. filtrationfilter (a membrane
5. filtrationfilter) (0.45 pm)
6. washwas rinsed with absolute ethanol
7. customThe solvents were then evaporated
8. extractionthe organic products were extracted from the glycerol phase by extraction with CH2Cl2 (3×50 ml)
9. washThe organic phase was washed with water (2×20 ml)
10. customthe CH2Cl2 was then evaporated at reduced pressure
11. customThe crude reaction product

ORD record

ord-e97f3df9be224fdcabe94cd3ac4712e7

Source dataset

uspto-grants-2014_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08912365B2