Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 4-Fluoro-3-nitrobenzoic acid | HCID 67987 | — |
| Product | Methyl 4-fluoro-3-nitrobenzoate | HCID 5219721 | 99% |
Reaction Steps
3-Nitro-4-fluorobenzoic acid (25.6 g, 138 mmol) was dissolved in methanol (300 mL), added thionyl chloride (18.4 mL, 258 mmol) under −78° C. The mixture was stirred at −78° C. for 10 minutes, and then stirred at room temperature overnight. The reaction solution was concentrated in vacuo. The obtained residue was purified by silica-gel column chromatography (hexane/ethyl acetate). The title compound (29.6 g (yield >99%)) was obtained as a white crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08551985B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-30e03b0647314d199256a512d8442c89 |
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| Source note | uspto-grants-2013_10 |
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