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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175485Generated: October 29, 2026

Hydrochloric Acid → 4-(3-Hydroxy-pyridin-2-yl)-cyclohexanone

https://huagongshe.com/reaction/2175485

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium BicarbonateHCID 516892—
Reactant2-(1,4-Dioxa-spiro[4.5]dec-8-yl)-pyridin-3-olHCID 58562868—
SolventAcetonitrileHCID 6342—
Product4-(3-Hydroxy-pyridin-2-yl)-cyclohexanoneHCID 58562633—

Reaction Steps

2-(1,4-dioxa-spiro[4.5]dec-8-yl)-pyridin-3-ol (1.30 g, 5.52 mmol) as prepared in the previous step was treated with 1N HCl (˜16 mL) in acetonitrile (100 mL) at room temperature for 4 hours. The reaction was neutralized with saturated NaHCO3 solution and the solvent was removed. The residue was partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated to give a yellow solid, which was purified by silica gel column on a CombiFlash® system using hexanes and ethyl acetate (from 10% ethyl acetate to 100% ethyl acetate) to afford the title compound as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062048B2
Source datasetuspto-grants-2015_06
ORD IDord-4fae144ce4fa4d70bb5d4cf060d8874f
Source noteuspto-grants-2015_06