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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712736Generated: October 31, 2026

Sodium hydride → HCID 117667291, compound

https://huagongshe.com/reaction/712736

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantBenzyl bromoacetateHCID 62576—
Reactant(5-Bromo-3-pyridinyl)methanolHCID 2784733—
SolventTetrahydrofuranHCID 8028—
ProductHCID 117667291HCID 11766729122.9%

Reaction Steps

(5-Bromo-pyridin-3-yl)-methanol (25.0 g, 0.13 mol) is added to a solution of NaH (6.45 g, 0.27 mol) in THF (500 ml) at 0° C. and stirred at room temperature for 30 min. Benzyl bromoacetate (34.4 g, 0.15 mol) is added to this solution at 0° C. and stirred at room temperature overnight. The mixture is quenched with water and diluted with DCM. The organic layer is dried over Na2SO4 and concentrated in vacuo. The product is chromatographed on silica gel to give (5-bromo-pyridin-3-ylmethoxy)-acetic acid benzyl ester (10 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181272B2
Source datasetuspto-grants-2015_11
ORD IDord-28f1b2b07d534fa2a53750da408aeb18
Source noteuspto-grants-2015_11