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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1908657Generated: October 27, 2026

Water → (5-Bromopyridin-2-yl)methanol

https://huagongshe.com/reaction/1908657

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium borohydrideHCID 4311764—
Reactant5-Bromopyridine-2-carbaldehydeHCID 9877562—
SolventEthanolHCID 702—
SolventTetrahydrofuranHCID 8028—
Product(5-Bromopyridin-2-yl)methanolHCID 520016995.1%

Reaction Steps

To a solution of 5-bromopyridine-2-carbaldehyde (5.00 g, 26.9 mmol) dissolved in a mixture of ethanol (75 mL) and THF (25 mL) was added sodium borohydride (0.407 g, 10.8 mmol) in small portions. After 45 minutes 0.5 mL water was added and the mixture and evaporated to dryness. The oily residue was subjected to flash chromatography (silica, EtOAc/EtOH/Et3N 90:5:5) to give (5-bromo-pyridin-2-yl)-methanol (4.81 g, 86%) as pale-yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598213B2
Source datasetuspto-grants-2013_12
ORD IDord-a942448fdaf747519bb74f214f59fb3d
Source noteuspto-grants-2013_12