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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1978686Generated: October 28, 2026

Water → 4-(4-Bromobenzyl)morpholine

https://huagongshe.com/reaction/1978686

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMorpholineHCID 8083—
ReactantTriethylamineHCID 8471—
Reactant4-Bromobenzyl bromideHCID 68527—
SolventDimethylformamideHCID 6228—
Product4-(4-Bromobenzyl)morpholineHCID 78350378.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

In DMF (108 ml) was dissolved morpholine (9.0 g). To the mixture were added at room temperature triethylamine (24 ml) and 4-bromobenzyl bromide (21.5 g), and the mixture was stirred at 80° C. for 16 hours and cooled to room temperature. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate, washed with saturated brine and dried with magnesium sulfate. Under reduced pressure, the solvent was evaporated, and the residue was purified with silica gel column chromatography (hexane/ethyl acetate=2/1) to give 4-(4-bromobenzyl)morpholine (17.2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06235771B1
Source datasetuspto-grants-2001_05
ORD IDord-ba8af837ec1e48c4a74b4db4e6ba1b32
Source noteuspto-grants-2001_05