HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1405964Generated: October 25, 2026
Water → 5,5'-((((Oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))-bis(oxy))bis(4-(2-methoxyethoxy)-2-nitrobenzonitrile)
https://huagongshe.com/reaction/1405964
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethane, 1,1'-oxybis[2-(2-bromoethoxy)- | HCID 572269 | — |
| Reactant | 5-Hydroxy-4-(2-methoxyethoxy)-2-nitrobenzonitrile | HCID 89885684 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5,5'-((((Oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))-bis(oxy))bis(4-(2-methoxyethoxy)-2-nitrobenzonitrile) | HCID 86701193 | — |
Reaction Steps
To a solution of 5-hydroxy-4-(2-methoxyethoxy)-2-nitrobenzonitrile (0.42 g) in DMF (5 mL) was added 1-bromo-2-(2-(2-(2-bromoethoxy)ethoxy)ethoxy)ethane (0.26 g) and K2CO3 (0.5 g). The resulting mixture was heated at 80° C. overnight under N2 atmospheres. After reaction finished, the mixture was diluted with water (50 mL) and exacted with EA (3×50 mL). The combined organic layer was dried over Na2SO4, concentrated under reduced pressure, and purification by silica chromatography to give 0.25 g of 5,5′-((((oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))-bis(oxy))bis(4-(2-methoxyethoxy)-2-nitrobenzonitrile). 1H-NMR (400 MHz, CDCl3): δ: 7.84 (s, 2H), 7.35 (s, 2H), 4.33-4.28 (m, 8H), 3.92-3.90 (m, 4H), 3.83-3.81 (m, 4H), 3.73-3.70 (m, 4H), 3.68-3.65 (m, 4H), 3.45 (s, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08916572B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-eef205315d9f4798a7dcdeb3978e0f4f |
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| Source note | uspto-grants-2014_12 |
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