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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896674Generated: October 31, 2026

Tetrabutylammonium Fluoride Trihydrate → 4-(Hydroxymethyl)pyridine-2-carbonitrile

https://huagongshe.com/reaction/1896674

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium Fluoride TrihydrateHCID 11726816—
Reactant2-Cyano-4-(trimethylsilyloxymethyl)pyridineHCID 23093797—
SolventTetrahydrofuranHCID 8028—
Product4-(Hydroxymethyl)pyridine-2-carbonitrileHCID 1072539132%

Reaction Steps

Tetra-n-butylammonium fluoride trihydrate (1.1 g, 3.5 mmol) was added to a solution of 2-cyano-4-(trimethylsilyloxymethyl)pyridine (600 mg, 2.9 mmol, Reference compound No. 10-1) in tetrahydrofuran (15 mL) at room temperature, then the mixture was stirred for 3 hours. The solvent was evaporated under reduced pressure, and then the resulting residue was purified by silica gel column chromatography to give 120 mg of the title reference compound as a yellow solid. (Yield 32%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518973B2
Source datasetuspto-grants-2013_08
ORD IDord-84e861a890a64bc18100cbe0a01f4f33
Source noteuspto-grants-2013_08