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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277693Generated: October 30, 2026

5-Bromo-3-pyridinecarboxaldehyde → 3-Bromo-5-(1-hydroxyethyl)pyridine

https://huagongshe.com/reaction/2277693

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Bromo-3-pyridinecarboxaldehydeHCID 2784734—
ReactantHCID 178418573HCID 178418573—
SolventTetrahydrofuranHCID 8028—
Product3-Bromo-5-(1-hydroxyethyl)pyridineHCID 12997435—

Reaction Conditions

Temperature0 °C

Reaction Steps

Methylmagnesium bromide (1M in THF, 12 mL, 12 mmol) was added dropwise to a solution of 5-bromo-pyridine-3-carbaldehyde (1.85, 10 mmol) in dry THF (20 mL) at −78° C. The resulting mixture was slowly warmed up to 0° C. during a 2 hour period and then quenched by aq. satd. NH4Cl solution. After extraction with DCM, the organic layer was washed with brine, dried over anhy. Na2SO4, filtered and concentrated in vacuo to give title compound as a crude product (1.9 g, 98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133158B2
Source datasetuspto-grants-2015_09
ORD IDord-a5ca48bf633949e3ae3066647da4b8e0
Source noteuspto-grants-2015_09