Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Hexafluoroacetylacetone | HCID 73706 | — |
| Reactant | Benzoic acid, 4-hydrazinyl-, hydrochloride (1:1) | HCID 90547 | — |
| Product | HCID 58841918 | HCID 58841918 | 58% |
Reaction Steps
A mixture of 1,1,1,5,5,5-hexafluoro-pentane-2,4-dione (3.16 g, 15.2 mmol) and 4-hydrazinobenzoic acid hydrochloride (2.86 g, 15.2 mmol) in ethanol (5 mL) was stirred at 100° C. in a sealed tube for 4 hours. The mixture was cooled to room temperature and the solvent was removed under reduced pressure. The residue was purified by chromatography (SiO2, 4:1 to 3:1 hexane/EtOAc) to give 4-(3,5-bis-trifluoromethyl-pyrazol-1-yl)-benzoic acid ethyl ester, (3.1 g, 58% yield) as a syrup: 1H-NMR (CDCl3) δ 1.40 (t, 3H, J=7), 4.35-4.50 (m, 2H), 7.10 (s, 1H), 7.60 (d, 2H, J=7), 8.21 (d, 2H, J=7) ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07705029B2 |
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| Source dataset | uspto-grants-2010_04 |
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| ORD ID | ord-eaa230191cfe402d82a8aa8bbd76ac78 |
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| Source note | uspto-grants-2010_04 |
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