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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2095202Generated: October 30, 2026

Morpholine → 4-(3-Nitrobenzyl)morpholine

https://huagongshe.com/reaction/2095202

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantTriethylamineHCID 8471—
ReactantBenzene, 1-(bromomethyl)-3-nitro-HCID 77568—
SolventTetrahydrofuranHCID 8028—
Product4-(3-Nitrobenzyl)morpholineHCID 78323194%

Reaction Steps

A solution of 1-bromomethyl-3-nitrobenzene (2.16 g, 10 mmol), morpholine (1.76 g, 20.2 mmol) and triethylamine (1.0 mL) in THF (60 mL) was heated for two hours at 60° C. The solvent was evaporated, water was added and the product was isolated by extraction with ether. The ether extract was dried over Mg2SO4 and the solvent was evaporated. The crystalline residue was used in the next step without further purification. The product, 4-(3-nitrobenzyl)morpholine, was obtained in 94% yield (2.09 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08445694B2
Source datasetuspto-grants-2013_05
ORD IDord-ae695d3bf0e647c48f1a1e3ce3092256
Source noteuspto-grants-2013_05