Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175375Generated: October 31, 2026

3-Nitrophenol → 1-[(4-Methoxyphenyl)Methoxy]-3-nitro-Benzene

https://huagongshe.com/reaction/2175375

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-NitrophenolHCID 11137—
ReactantSodium HydroxideHCID 14798—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
SolventDimethylformamideHCID 6228—
Product1-[(4-Methoxyphenyl)Methoxy]-3-nitro-BenzeneHCID 362838890.6%

Reaction Steps

NaOH (0.54 g, 13.36 mmol) was added into 10 ml of degassed dimethylformamide at 0° C., then 3-nitrophenol (1.69 g, 12.14 mmol) dissolved in 7 ml of dimethylformamide was dropped slowly, and then para-methoxybenzylchloride (1.81 ml, 13.36 mmol) was added slowly. After stirred for 2 hours at the increased reaction temperature to room temperature, the reaction mixture was extracted using saturated ammonium chloride (100 ml) and ethylacetate (100 ml). The organic layer was washed twice using 100 ml of water, and dried using anhydrous sodium sulfate, then concentrated under vacuum. The resultant solid was solidified using n-hexane to obtain pale yellowish solid of 1-(4-methoxybenzyloxy)-3-nitrobenzene (2.85 g, 90%) finally.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062066B2
Source datasetuspto-grants-2015_06
ORD IDord-779889f54f344b84b4183475117ea034
Source noteuspto-grants-2015_06