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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 852771Generated: October 29, 2026

Sodium Iodide → 4-[2-(4-Methyl-3-nitrophenoxy)ethyl]morpholine

https://huagongshe.com/reaction/852771

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantCesium carbonateHCID 10796—
Reactant3-Nitro-p-cresolHCID 16271—
Reactant4-(2-Chloroethyl)morpholineHCID 76727—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4-[2-(4-Methyl-3-nitrophenoxy)ethyl]morpholineHCID 58929867—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 4-methyl-3-nitrophenol (1.53 g, 10 mmol.), 4-(2-chloroethyl)morpholine (2.79 g, 15 mmol), Cs2CO3 (9.78 g, 30 mmol) and NaI (145 mg, 1 mmol) in DMF (15 mL) was stirred for 3 h at 80° C. The reaction mixture was then cooled to room temperature, diluted with water, and extracted with EtOAc. The organic layer was dried over MgSO4, filtered and concentrated in vacuo. The crude residue was purified by flash chromatography (4:1:0.05 CH2Cl2/EtOAc/MeOH) to give the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07253196B2
Source datasetuspto-grants-2007_08
ORD IDord-5f725191ad01409da7e488b81df0f6b2
Source noteuspto-grants-2007_08