Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 4-fluorobenzoate | HCID 67878 | — |
| Reactant | 4-Chloro-3-(trifluoromethyl)phenol | HCID 80520 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 58046319 | HCID 58046319 | 96% |
Reaction Steps
4-Chloro-3-(trifluoromethyl)phenol (1.19 g, 6.06 mmol), methyl 4-fluorobenzoate (0.934 g, 6.06 mmol) and potassium carbonate (2.51 g, 18.2 mmol) were stirred in dimethylsulfoxide (10 mL) at 120° C. overnight under an atmosphere of nitrogen. The temperature was then increased to 130° C. and the reaction mixture stirred for a further 17 hours. The reaction mixture was cooled to room temperature. Water (100 mL) was added and the mixture extracted with ethyl acetate (3×50 mL). The combined organic phase was washed sequentially with water (50 mL) and brine (50 mL), dried over magnesium sulphate, filtered and concentrated in vacuo to afford the title compound as a yellow oil (1.92 g, 96%, contains residual dimethylsulfoxide). This material was taken on crude in subsequent steps.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08685977B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-68504674ff4544e6a4235a48bfeaa242 |
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| Source note | uspto-grants-2014_04 |
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