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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2041504Generated: October 30, 2026

Cyclopentanol → HCID 24690142, compound

https://huagongshe.com/reaction/2041504

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopentanolHCID 7298—
Reactant4-FluorobenzonitrileHCID 14517—
ReactantSodium hydrideHCID 24758—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 24690142HCID 2469014280.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

Suspend sodium hydride (336 mg, 2.8 mmol, 60% suspension in mineral oil) in anhydrous 1,4-dioxane (10 mL) under nitrogen atmosphere. Add cyclopentanol (620 mg, 7.2 mmol) and stir the resulting solution for 30 min. Add the preformed solution (3.35 mL, 2.4 mmol) to neat 4-fluorobenzonitrile (240 mg, 2 mmol) in a microwave tube and heat the sealed mixture at 100° C. for 30 min. Cool to room temperature and concentrate in vacuo. Purify by chromatography on silica gel eluting with isohexane/EtOAc (95:5 to 1:1 gradient) to obtain the desired intermediate (300 mg, 80%). GC-MS m/z: 187 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08580780B2
Source datasetuspto-grants-2013_11
ORD IDord-0bebb288cc0a45e4ae5260b4b16f910c
Source noteuspto-grants-2013_11