Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 247985Generated: October 25, 2026

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

https://huagongshe.com/reaction/247985

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantN-(4-Pyridinylmethyl)acetamideHCID 289830—
Reactant1-(Bromomethyl)-4-(tetradecyloxy)benzeneHCID 10022840—
SolventTetrahydrofuranHCID 8028—
ProductN-(4-Pyridinylmethyl)-N-[[4-(tetradecyloxy)phenyl]methyl]acetamideHCID 1009540428.6%

Reaction Steps

The title compound is prepared by the procedure of Example 27 using 2.55 g of product from Example 20, 0.999 g of product from Example 15, 0.319 g of washed 50% sodium hydride and 30 ml of tetrahydrofuran. The reaction is stirred at room temperature for 18 hours, heated at reflux temperature for 24 hours; followed by stirring at room temperature for an additional 48 hours. The residue is purified by column chromatography (silica gel: 5% methyl alcohol/ethyl acetate) to give 0.862 g of the desired product. The spectral data indicates the presence of 2 rotomers.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05208247
Source datasetuspto-grants-1993_05
ORD IDord-c0e7154a20b54b938f00db7f5da9dcc4
Source noteuspto-grants-1993_05