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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 911710Generated: November 1, 2026

Tetrabutylammonium Fluoride → 4-(Pyridine-3-carbonyl)-benzyl alcohol

https://huagongshe.com/reaction/911710

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant[4-(tert-Butyldimethylsilyloxymethyl)-phenyl]-pyridin-3-yl-methanoneHCID 23302942—
SolventTetrahydrofuranHCID 8028—
Product4-(Pyridine-3-carbonyl)-benzyl alcoholHCID 1846202058%

Reaction Steps

Add tetrabutylammonium fluoride (1.37 mL, 1.37 mmol, 1M solution in THF) to a solution of [4-(tert-butyldimethylsilyloxymethyl)-phenyl]-pyridin-3-yl-methanone (225 mg, 0.687 mmol) in anhydrous THF (10 mL) at 0° C. and stir at this temperature for 1 h. Concentrate the solvent in vacuo and purify the crude mixture by chromatography on silica gel eluting with EtOAc to provide the desired intermediate (85 mg, 58%). MS (ES+) m/z: 214 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022062B2
Source datasetuspto-grants-2011_09
ORD IDord-c16476368ae540348559c3f6d1e2cb07
Source noteuspto-grants-2011_09