Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Cyclohexane ethylacetate | HCID 21867204 | — |
| Reactant | HCID 89649225 | HCID 89649225 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 89649518 | HCID 89649518 | 81% |
Reaction Steps
To a solution of 2,2-difluoro-2-(2,4-dinitro-5-fluoro-phenoxy)-N,N-dimethyl-acetamide (22.0 g, 68.1 mmol) in toluene (200 g) was added and Pd/C (10% Pd, dry catalyst, 0.7 g, 0.7 mmol). Thereafter, MeOH (80 g) was added and the mixture stirred under an atmosphere of hydrogen (pressure of 0.1 bar) at 45° C. for 90 min. After completion of the reaction the pressure was released, the catalyst was filtered off and the filtrate was evaporated to dryness. The product (17.3 g, 84% pure by NMR, 55.2 mmol, 81% yield) was obtained as an off-white solid. If desired, the purity can be increased by chromatography (SiO2, cyclohexane/EtOAc mixtures).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09353070B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-276df9a8514d4945a23e06afde7598b7 |
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| Source note | uspto-grants-2016_05 |
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