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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2358149Generated: October 25, 2026

1-Ethylpiperidin-4-one → 1-Ethyl-4-(2-fluoro-3-(methylthio)phenyl)piperidin-4-ol

https://huagongshe.com/reaction/2358149

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethylpiperidin-4-oneHCID 77159—
Reactant3-Bromo-2-fluorothioanisoleHCID 57448064—
ReactantHCID 178506865HCID 178506865—
SolventTetrahydrofuranHCID 8028—
Product1-Ethyl-4-(2-fluoro-3-(methylthio)phenyl)piperidin-4-olHCID 57448079—

Reaction Steps

Preparation according to preparation 1 with the exception that n-hexyllitium was used instead of n-butyllithium: 1-bromo-2-fluoro-3-(methylthio)benzene (15 g, 67.8 mmol), dry tetrahydrofurane (70 ml), n-hexyllithium (2.3 M in hexane, 31 ml, 71 mmol), 1-ethylpiperidin-4-one (9.06 g, 71 mmol). Yield: 20.7 g. MS m/z (rel. intensity, 70 eV) 269 (M+, 49), 254 (bp), 236 (36), 56 (31), 84 (23).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07763639B2
Source datasetuspto-grants-2010_07
ORD IDord-b73a5bdbef504a27949d776206f86ba3
Source noteuspto-grants-2010_07