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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1265180Generated: October 25, 2026

2-Acetylcyclopentanone → 2-[2,6-Dichloro-4-(trifluoromethyl)phenyl]-3-methyl-2,4,5,6-tetrahydrocyclopenta[c]pyrazole

https://huagongshe.com/reaction/1265180

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AcetylcyclopentanoneHCID 98471—
Reactant[2,6-Dichloro-4-(trifluoromethyl)phenyl]hydrazineHCID 688223—
SolventEthanolHCID 702—
Product2-[2,6-Dichloro-4-(trifluoromethyl)phenyl]-3-methyl-2,4,5,6-tetrahydrocyclopenta[c]pyrazoleHCID 1861474375%

Reaction Steps

2-Acetyl cyclopentanone (0.12 mL, 1 mmol) and 2,6-dichloro-4-trifluoromethylphenylhydrazine (245 mg, 1 mmol) in EtOH (10 mL) was heated under reflux for 12 hr. EtOH was removed under reduced pressure and the product purified by flash chromatography on silica (10% EtOAc:Hexane): yield 75%. 1H NMR (CDCl3) δ 7.8 (s, 2H), 2.6 (m, 6H each), 2.2 (s, 3H); MS (M+) 335.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06545033B1
Source datasetuspto-grants-2003_04
ORD IDord-b8cd216525884c928aee59fbdc6f31bf
Source noteuspto-grants-2003_04