Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 12040600 | HCID 12040600 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 12040608 | HCID 12040608 | 98% |
Reaction Steps
2,6-Dimethyl-4-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethyl)-benzoic acid methyl ester (7 g, 0.021 mol) (Example I2) was dissolved in dioxane (70 ml) and methanol (15 ml), then aqueous sodium hydroxide (4N) (52.2 ml, 0.21 mol) was added. The mixture was stirred at 60° C. for 15 hours. The methanol was evaporated and the mixture was cooled to 0° C. before acidifying to pH=1 by addition of concentrated hydrochloric acid. The mixture was extracted three times with ethyl acetate. The combined organic phases were washed with water, dried over sodium sulfate and concentrated to give the 2,6-dimethyl-4-(1,2,2,2-tetra-fluoro-1-trifluoromethyl-ethyl)-benzoic acid (6.52 g, 98% yield). 1H-NMR (CDCl3, 400 MHz): 7.31 (s, 2H), 2.49 (s, 6H) ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08466180B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-fbe335245f324a2e9313c8a2a3c558f6 |
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| Source note | uspto-grants-2013_06 |
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