Glycerol → HCID 86708449, compound

Temperature

145 °C

A stirred autoclave was charged, at room temperature, with 55.2 g (600 mmol) of glycerol, 51.6 g (30 mmol) of methyl pelargonate, 0.039 g (10 wt %) of camphosulfonic acid and 0.64 g (1 mol %) of Pd/C at 5%. The autoclave was then pressurized at 10 bar of dihydrogen gas H2, and then it was heated at 145° C. for 24 h, stirring vigorously. After 24 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 μm) 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. 1-O-nonyl-glycerol ether was obtained by purification on a flash silica column with ethyl acetate/cyclohexane mixture 1/4 to 1/1 as eluent with an isolated yield of 20%.

1. customAfter 24 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 μm)
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

ORD record

ord-a9748186d2d74feeafe8f6cd90a201ab

Source dataset

uspto-grants-2014_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08912365B2