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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 968306Generated: October 29, 2026

2,6-Dibromopyridine → HCID 22288643, compound

https://huagongshe.com/reaction/968306

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-DibromopyridineHCID 12274—
ReactantSodium hydrideHCID 24758—
ReactantBenzaldehyde, 4-(2-hydroxyethoxy)-HCID 89178—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
ProductHCID 22288643HCID 2228864377.4%

Reaction Steps

To a 60% suspension of sodium hydride (0.22 g) in DMF (30 mL), 4-(2-hydroxyethoxy)benzaldehyde (1.00 g) was added at 0° C., and the suspension was stirred for 30 minutes. Subsequently, 2,6-dibromopyridine (2.14 g) and tetrabutylammonium iodide (0.022 g) were sequentially added to the mixture at 0° C., and the resultant mixture was stirred at room temperature for two hours. After completion of reaction, the reaction mixture was poured into an ice-water mixture, and the thus-formed organic matter was separated through extraction by use of ethyl acetate, followed by washing with water. The washed product was dried over magnesium sulfate, and the residual solvent was removed through distillation under reduced pressure. The thus-yielded residue was purified by means of a silica gel column, to thereby yield 1.50 g of the title compound as colorless crystals (yield 77.3%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06958353B2
Source datasetuspto-grants-2005_10
ORD IDord-bf30a5d4dcf34124acd476cee4dae779
Source noteuspto-grants-2005_10