Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Butyric Acid | HCID 264 | — |
| Reactant | Glycerol | HCID 753 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Product | HCID 86708446 | HCID 86708446 | 68% |
Reaction Steps
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%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08912365B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-bc3b113cd7df4d69b02f882d2751e6e1 |
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| Source note | uspto-grants-2014_12 |
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