Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202590Generated: November 2, 2026

Sulfuric Acid → 4-(Hydroxymethyl)pyridine-2-carbonitrile

https://huagongshe.com/reaction/2202590

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
Reactant4-(Tert-butyldimethylsilyloxymethyl)pyridinecarbonitrileHCID 14541448—
SolventEthanolHCID 702—
Product4-(Hydroxymethyl)pyridine-2-carbonitrileHCID 1072539178.8%

Reaction Steps

In ethanol, 4-(tert-butyldimethylsilyloxymethyl)pyridine-2-carbonitrile (260 mg, 1.1 mmol) synthesized in Production Example 86 was dissolved, and concentrated sulfuric acid (123 μL, 2.3 mmol) was added thereto. The mixture was refluxed overnight. After the completion of the reaction was confirmed by HPLC, the reaction mixture was allowed to cool down to a room temperature, and the solvent was distilled off. The resulting residue was dissolved in ethyl acetate and washed with water and a saturated saline solution in order. Thereafter, the organic layer was dried over magnesium sulfate, and the solvent was distilled off. Thus the title compound (111 mg, 78.8%) was obtained as a yellowish white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365553B2
Source datasetuspto-grants-2016_06
ORD IDord-1add06800e3d4d15ab6cc5487bcbd640
Source noteuspto-grants-2016_06