Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2303937Generated: October 31, 2026

Dimethylformamide → 3-[4-(Ethoxycarbonylmethyloxymethyl)phenylcarbonyl]pyridine

https://huagongshe.com/reaction/2303937

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-Acetoxy-2-bromoethaneHCID 13564—
ReactantSodium hydrideHCID 24758—
Reactant4-(Pyridine-3-carbonyl)-benzyl alcoholHCID 18462020—
SolventWaterHCID 962—
Product3-[4-(Ethoxycarbonylmethyloxymethyl)phenylcarbonyl]pyridineHCID 18462019—

Reaction Steps

150 mg of 60% sodium hydride was gradually added to 10 ml of a DMF solution of 666 mg of 3-[4-(hydroxymethyl)phenylcarbonyl]pyridine under ice cooling. The reaction solution was stirred at room temperature for 1 hour, then 0.4 ml of 2-bromoethyl acetate was added and the mixture was stirred under the same reaction conditions for 3 hours. After the reaction was completed, the reactive product was diluted with water, extracted with ethyl acetate, and the resultant product was washed with brine, then dried over magnesium sulfate, filtered, and concentrated in vacuo to obtain the desired compound in an amount of 336 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06433167B1
Source datasetuspto-grants-2002_08
ORD IDord-30880ee29725423b82c3fe42d8439aaa
Source noteuspto-grants-2002_08