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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 920549Generated: October 29, 2026

2,6-Dichlorophenol → 4-Benzyl-2-[4-(2,6-dichloro-phenoxymethyl)-phenyl]-morpholine

https://huagongshe.com/reaction/920549

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-DichlorophenolHCID 6899—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant[4-(4-Benzyl-morpholin-2-yl)-phenyl]-methanolHCID 67032692—
SolventTetrahydrofuranHCID 8028—
Product4-Benzyl-2-[4-(2,6-dichloro-phenoxymethyl)-phenyl]-morpholineHCID 67032591144%

Reaction Steps

To a solution of 2,6-dichlorophenol (0.68 g; 4.19 mmol) in THF (20 mL) was added DIAD (1.13 mL; 5.72 mmol), and triphenylphosphine (1.50 g; 5.72 mmol), at RT, followed, after 30 minutes, by [4-(4-benzyl-morpholin-2-yl)-phenyl]-methanol (1.08 g; 3.81 mmol). Subsequently, the resulting mixture was stirred at RT for 1 hour, and concentrated in vacuo. The residue was purified by column chromatography (SiO2, Et2O:hexanes 1:1) to afford 4-benzyl-2-[4-(2,6-dichloro-phenoxymethyl)-phenyl]-morpholine (2.35 g) which was used as such in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273017B2
Source datasetuspto-grants-2016_03
ORD IDord-d74531630acc47ae83e0762c79c69f06
Source noteuspto-grants-2016_03