Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | HCID 59201025 | HCID 59201025 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59200951 | HCID 59200951 | 87% |
Reaction Steps
Pyridine (14.7 mL) was added to 2-(4-hydroxy-3-propylphenyl)-1,1,1,3,3,3-hexafluoro-2-propanol (13.76 g, 45.5 mmol) in dichloromethane (200 mL) at room temperature, and then acetic anhydride (17.3 mL) was added. After stirring overnight, methanol (300 mL) was added. After stirring at room temperature for one hour, the reaction solution was concentrated under reduced pressure. Water was added to the resulting residue, followed by extraction with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=10:1) to obtain 13.67 g of the title compound (yield: 87%) as a red brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08168666B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-57c5cd2aa0d6413191366e983e3d907e |
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| Source note | uspto-grants-2012_05 |
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