Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | Methyl 2-chloro-3-nitrobenzoate | HCID 10751184 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | Methyl 2-fluoro-3-nitrobenzoate | HCID 13470961 | 95% |
Reaction Steps
Cesium fluoride (11.2 g) was added to a solution of 2-chloro-3-nitrobenzoic acid methyl ester (10.6 g, 49.0 mmol) in DMSO (49 mL), and the mixture was stirred at 140° C. for 40 minutes. The reaction mixture was then poured into water and extracted with ethyl acetate. The organic extract was washed in series with water and saturated saline, and dried over magnesium sulfate. The title compound (9.23 g, 95%) was then obtained by vacuum concentration as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08569378B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-a99b2deb5af346a18cf44f1f7fa89f11 |
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| Source note | uspto-grants-2013_10 |
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