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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Nitrogen | HCID 947 | — |
| Reactant | 1-(Chloromethoxy)-2-methoxyethane | HCID 77590 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(4-Nitrophenoxy)ethanol | HCID 85381 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | 1-(2-((2-Methoxyethoxy)methoxy)ethoxy)-4-nitrobenzene | HCID 90233874 | 65.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09126950B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-a2c1a92c267940abaee67615eb066871 |
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| Source note | uspto-grants-2015_09 |
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