Butyric Acid → HCID 86708446, compound

Temperature

120 °C

A stirred autoclave was charged, at room temperature, with 65.60 g (712 mmol) of glycerol, 1.58 g (17.9 mmol) of butyric acid, 0.16 g (10 wt %) of AMBERLYST® (a polymer based catalyst) 35 resin and 0.39 g (1.0 mol %) of Pd/C at 5%. The autoclave was then pressurized at 50 bar of dihydrogen gas H2, and then was heated at 120° C. for 16 h, under vigorous stirring. After 16 h of reaction, the reaction mixture was cooled down to room temperature. The catalyst was filtered through a MILLIPORE® filter (a membrane filter) (0.45 μm) and was rinsed with absolute ethanol. The solvents were evaporated and the organic products were extracted from the glycerol phase using CH2Cl2 (3×50 ml). The organic phases were combined and then was washed with water (2×30 ml) and CH2Cl2 was evaporated under reduced pressure. The crude reaction product was purified on a flash silica column (eluent: cyclohexane/ethyl acetate=4:1˜1:1). 1-O-butyl-glycerol ether was obtained with an isolated yield of 68%.

1. customAfter 16 h of reaction
2. temperaturethe reaction mixture was cooled down to room temperature
3. filtrationThe catalyst was filtered through a MILLIPORE®
4. filtrationfilter (a membrane
5. filtrationfilter) (0.45 μm)
6. washwas rinsed with absolute ethanol
7. customThe solvents were evaporated
8. extractionthe organic products were extracted from the glycerol phase
9. washwas washed with water (2×30 ml) and CH2Cl2
10. customwas evaporated under reduced pressure
11. customThe crude reaction product
12. customwas purified on a flash silica column (eluent: cyclohexane/ethyl acetate=4:1˜1:1)

ORD record

ord-bc3b113cd7df4d69b02f882d2751e6e1

Source dataset

uspto-grants-2014_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08912365B2