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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 920545Generated: October 30, 2026

Cesium carbonate → 4-Benzyl-2-[3-chloro-4-(2,6-dichloro-benzyloxy)-phenyl]-morpholine

https://huagongshe.com/reaction/920545

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1-Bromomethyl-2,6-dichlorobenzeneHCID 30159—
Reactant4-(4-Benzyl-morpholin-2-yl)-2-chloro-phenolHCID 66654072—
SolventAcetonitrileHCID 6342—
Product4-Benzyl-2-[3-chloro-4-(2,6-dichloro-benzyloxy)-phenyl]-morpholineHCID 67032521102.5%

Reaction Steps

A mixture of 4-(4-benzyl-morpholin-2-yl)-2-chloro-phenol (0.50 g; 1.56 mmol), 2,6-dichlorobenzyl bromide (0.39 g; 1.64 mmol) and Cs2CO3 (2.55 g; 7.82 mmol) in CH3CN (20 mL) was heated under reflux overnight. After cooling to RT the resulting mixture was partitioned between EtOAc and water. The layers were separated and the organic layer, dried (MgSO4), filtered, and concentrated in vacuo. The residue was purified by column chromatography (SiO2, CH2Cl2:MeOH 98:2) to afford 4-benzyl-2-[3-chloro-4-(2,6-dichloro-benzyloxy)-phenyl]-morpholine (0.74 g)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273017B2
Source datasetuspto-grants-2016_03
ORD IDord-96f1fa474f904cc498901d23f01e07b4
Source noteuspto-grants-2016_03