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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1728859Generated: November 2, 2026

4-Nitrophenol → 4-Nitrophenyl tetradecyl ether

https://huagongshe.com/reaction/1728859

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-NitrophenolHCID 980—
ReactantTolueneHCID 1140—
ReactantMyristyl bromideHCID 8208—
ReactantSodium HydroxideHCID 14798—
CatalystTrioctylmethylammonium chlorideHCID 21218—
SolventWaterHCID 962—
Product4-Nitrophenyl tetradecyl etherHCID 10337051—

Reaction Steps

A mixture of 75 g of 4-nitrophenol, 149.5 g of 1-bromotetradecane, 26.96 g of sodium hydroxide, 2.18 g of trioctyl methylammonium chloride, 400 ml of toluene and 400 of water is heated at reflux for 65 hours. The organic layer is separated, washed with 1N sodium hydroxide and dilute hydrochloric acid, dried and concentrated in vacuo. The residue is recrystallized from petroleum ether to give the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05328921
Source datasetuspto-grants-1994_07
ORD IDord-325349b4896b4f69b5ebbfe7af2247d1
Source noteuspto-grants-1994_07