Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 23284769 | HCID 23284769 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 23284668 | HCID 23284668 | — |
Reaction Steps
Sodium methoxide (28% methanol solution; 1.66 g) was added to a solution of methyl 2,5-difluoro-3-methyl-4-nitrobenzoate (1.0 g) in acetonitrile (5 ml) under ice cooling, and the mixture was stirred for 1 hour at 0° C. and for 2 hours at 50° C. The reaction mixture was additionally stirred overnight at room temperature and then poured into ice water. The mixture was acidified with citric acid and then extracted with diethyl ether. An organic layer was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. Diethyl ether was added to the residue, and insoluble matter was removed by filtration. The filtrate was concentrated under reduced pressure to obtain the title compound (1.1 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06136823 |
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| Source dataset | uspto-grants-2000_10 |
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| ORD ID | ord-b6994c5ac33c4f74adc6251af3c7cb1d |
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| Source note | uspto-grants-2000_10 |
|---|