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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2274293Generated: October 29, 2026

Nitrogen → 1-(2-((2-Methoxyethoxy)methoxy)ethoxy)-4-nitrobenzene

https://huagongshe.com/reaction/2274293

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
Reactant1-(Chloromethoxy)-2-methoxyethaneHCID 77590—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-(4-Nitrophenoxy)ethanolHCID 85381—
ReactantSodium BicarbonateHCID 516892—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventEthyl acetate hexaneHCID 21226206—
Product1-(2-((2-Methoxyethoxy)methoxy)ethoxy)-4-nitrobenzeneHCID 9023387465.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

Into a 100 mL 3-neck RBF, equipped with N2 Bubbler and thermo pocket 2-(4-nitrophenoxy)ethanol (10.8 g) in DCM (30 mL), and DIPEA (11.44 g) were added; the reaction mixture was cooled to 0° C. Methoxyethoxymethyl chloride (11.02 g in 20 mL DCM) was added drop wise during 10 min, and the reaction mixture was stirred at room temperature for 16 hr. The reaction was monitored on TLC using ethyl acetate:hexane (5:5) as mobile phase. After completion of the reaction, reaction mixture was poured into water and neutralized with saturated NaHCO3 solution. Product was extracted into DCM. The organic layer was washed with brine, dried over sodium sulfate and concentrated completely under reduce pressure at 40° C. to give 10.54 g of 1-(2-((2-methoxyethoxy)methoxy)ethoxy)-4-nitrobenzene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126950B2
Source datasetuspto-grants-2015_09
ORD IDord-a2c1a92c267940abaee67615eb066871
Source noteuspto-grants-2015_09