Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Glycerol | HCID 753 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | CID 85914815 | HCID 85914815 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 54462871 | HCID 54462871 | 38.5% |
Reaction Steps
1.0 g (3.1 mmol) of methyl 3,7,11,15-tetramethylhexadec-2-enoate was added dropwise to a solution of 0.57 g (6.2 mmol) of glycerol and 0.85 g (6.2 mmol) of potassium carbonate in dry N,N-dimethylformamide (3 mL) at 80° C. After the reaction mixture was stirred at 100° C. for 12 hours, 1M hydrochloric acid was added. The resulting solution was extracted with ether, and the extract was washed with saturated sodium bicarbonate aqueous solution and saturated brine, successively, and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated, and the resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane mixture) to obtain 459 mg of the title compound (35% yield) as a colorless viscous product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08703922B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-2d73feb5ad4044d8a11bef4ee3a7b7bd |
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| Source note | uspto-grants-2014_04 |
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