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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1728852Generated: October 26, 2026

Sodium hydride → N-(3-Pyridinylmethyl)-N-[[4-(tetradecyloxy)phenyl]methyl]acetamide

https://huagongshe.com/reaction/1728852

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant3-(Acetamidomethyl)pyridineHCID 2735225—
Reactant1-(Bromomethyl)-4-(tetradecyloxy)benzeneHCID 10022840—
SolventTetrahydrofuranHCID 8028—
ProductN-(3-Pyridinylmethyl)-N-[[4-(tetradecyloxy)phenyl]methyl]acetamideHCID 1002689641.2%

Reaction Steps

The title compound is prepared by the procedure of Example 27 using 1.1 g of product from Example 20, 0.431 g of product from Example 14, 0.145 g of washed 50% sodium hydride and 12 ml of tetrahydrofuran. The reaction is stirred at room temperature for 21 hours followed by heating at reflux temperature for 51/2 hours. The residue is purified by column chromatography (silica gel: 5% methyl alcohol/ethyl acetate) to give 0.535 g of the desired product. The spectral data indicates the presence of 2 rotomers.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05328921
Source datasetuspto-grants-1994_07
ORD IDord-a86d84308163471b9c021a1751b49d35
Source noteuspto-grants-1994_07