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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925172Generated: October 29, 2026

Sodium hydride → HCID 59233267, compound

https://huagongshe.com/reaction/1925172

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-(2-Bromoethoxy)tetrahydro-2H-pyranHCID 86621—
Reactant5-Bromo-2-hydroxybenzonitrileHCID 2757014—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 59233267HCID 5923326797.1%

Reaction Steps

A solution of 5-bromo-2-hydroxybenzonitrile (1 g, 5.05 mmol) in DMF was treated with 95% NaH (242 mg, 9.6 mmol) for 20 min at room temperature. 2-(2-Bromoethoxy)tetrahydro-2H-pyran (0.839 ml, 5.56 mmol) was then added to the reaction and the mixture was stirred at room temperature for 5 hrs. The reaction was then diluted with DCM and washed with water. The organic phase was dried over Na2SO4, filtered, and concentrated to dryness to provide the crude title compound, 5-bromo-2-(2-(tetrahydro-2H-pyran-2-yloxy)ethoxy)benzonitrile (1.6 g, 9.75% yield) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178534B2
Source datasetuspto-grants-2012_05
ORD IDord-08a74c9b35ad476389a7ff44765a884f
Source noteuspto-grants-2012_05