Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1641115Generated: October 26, 2026

Potassium Carbonate → 4-(2-((4-Nitronaphthalen-1-yl)oxy)ethyl)morpholine

https://huagongshe.com/reaction/1641115

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantSodium HydroxideHCID 14798—
ReactantMorpholine, 4-(2-chloroethyl)-, hydrochloride (1:1)HCID 77210—
Reactant4-Nitro-1-naphtholHCID 343829—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product4-(2-((4-Nitronaphthalen-1-yl)oxy)ethyl)morpholineHCID 1199120492.6%

Reaction Conditions

Temperature95 °C

Reaction Steps

A mixture of 4-nitro-1-hydroxynaphthalene (10.0 g, 52.8 mmol), 4-(2-chloroethyl)-morpholine hydrochloride (13.77 g, 74.0 mmol), NaOH (3.0 g, 74.0 mmol), K2CO3 (17.53 g, 126.8 mmol) and 1-methyl-2-pyrrolidinone (400 ml) is heated to 90-100° C. and held for 2-3 hours. The mixture is cooled to 40° C. and water (300 ml) is added. The mixture is cooled to 0° C. and held for 4 hours. The product is collected by filtration, washed with water, cyclohexane and dried under vacuum to constant weight to yield 4-[2-(4-nitro-naphthalen-1-yloxy)-ethyl]-morpholine 14.73 g, 92.6%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08114873B2
Source datasetuspto-grants-2012_02
ORD IDord-0be0c428141e4915bc2f47369a5b326f
Source noteuspto-grants-2012_02