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HRID 891063Erstellt: 25. Oktober 2026

4,4,4-Trifluoro-1-phenyl-1,3-butanedione → 2-{4-[5-Phenyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]phenyl}ethanol

https://huagongshe.com/reaction/891063

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4,4,4-Trifluoro-1-phenyl-1,3-butanedioneHCID 67589—
Edukt2-(4-Hydrazinophenyl)ethanol hydrochlorideHCID 22244711—
LösungsmittelEthanolHCID 702—
Produkt2-{4-[5-Phenyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]phenyl}ethanolHCID 2224455856,2%

Reaktionsschritte

A mixture of 2-(4-hydrazinophenyl)ethanol hydrochloride (J. Med. Chem., 1999, 42, 2504, 202 mg, 1.07 mmol) and benzoyl-1,1,1-trifluoroacetone (278 mg, 1.28 mmol) in ethanol (13 mL) was heated under reflux overnight. After removal of the solvent, the resulting residue was partitioned between dichloromethane and water. Organic phase was washed with brine and dried (Na2SO4). After removal of the solvent, the crude product was purified by TLC with hexane/ethyl acetate (1:1) to afford 200 mg (56%) of the title compound as yellow solids: MS (ESI) m/z 333 [M+H]+, 1H-NMR (CDCl3) δ 7.36-7.20 (9H, m), 6.74 (1H, s), 3.86 (2H, br.s), 2.89 (2H, t, J=6.6 Hz).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07001917B2
Quelldatensatzuspto-grants-2006_02
ORD IDord-9e07c64372314e6692139765531f2263
Quellennotizuspto-grants-2006_02