Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Levulinic Acid | HCID 11579 | — |
| Reactant | 4-(Trifluoromethoxy)phenylhydrazine hydrochloride | HCID 2777328 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 4017524 | HCID 4017524 | 33.5% |
Reaction Steps
A mixture of 4-trifluoromethoxyphenylhydrazine hydrochloride (1 g), levulinic acid (1.3 g) and 10% aqueous sulfuric acid (20 ml) was stirred for 6 hours under a nitrogen atmosphere at 80° C. The reaction mixture was allowed to cool, water was added, and then extraction was performed with ethyl acetate and the organic layer was concentrated under reduced pressure. Saturated sodium bicarbonate water was added to the obtained residue and vigorously stirred therewith, and then dichloromethane was added and the mixture was again vigorously stirred. The aqueous layer was collected, rendered acidic with concentrated aqueous hydrochloric acid, and then extracted with ethyl acetate. The organic layer was dried over sodium sulfate and concentrated under reduced pressure, to obtain 0.40 g of the title compound as a colorless powder (31% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06887890B2 |
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| Source dataset | uspto-grants-2005_05 |
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| ORD ID | ord-ab8bc3db7b5442f7897731ac01fdaff9 |
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| Source note | uspto-grants-2005_05 |
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