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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1065045Generated: November 1, 2026

1-Chloro-4-nitrobenzene → 1-Methyl-4-[2-(4-nitrophenoxy)ethyl]benzene

https://huagongshe.com/reaction/1065045

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloro-4-nitrobenzeneHCID 7474—
ReactantSodium hydrideHCID 24758—
Reactant4-Methylphenethyl alcoholHCID 95294—
SolventDimethyl SulfoxideHCID 679—
Product1-Methyl-4-[2-(4-nitrophenoxy)ethyl]benzeneHCID 514292689.4%

Reaction Conditions

Temperature30 °C

Reaction Steps

To a solution of 65% sodium hydride (1.1 g, 0.03 mole) in dimethylsulfoxide (30 ml) were added 2-(4-methylphenyl)ethyl alcohol (VIII) (2.72 g, 0.02 mole) and 4-nitrochlorobenzene (IX: X=Cl) (3.15 g, 0.02 mole). After heating to 30° C. for 5 hours with stirring, the reaction mixture was treated in the same manner as in Example 12 to obtain 4.6 g of 4-[2-(4-methylphenyl)ethoxy]nitrobenzene (VI) as white crystals (yield, 89.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04328166
Source datasetuspto-grants-1982_05
ORD IDord-b02d175e3db0487aa81be48b3a01b692
Source noteuspto-grants-1982_05