Water → 4,4'-((((Oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))-bis(oxy))bis(5-(2-methoxyethoxy)-2-nitrobenzonitrile)

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-hydroxy-5-(2-methoxyethoxy)-2-nitrobenzonitrile. (0.25 g) in DMF (5 mL) was added 1-bromo-2-(2-(2-(2-bromoethoxy) ethoxy)ethoxy)ethane (0.15 g) and K2CO3 (0.3 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 0.3 g 4,4′-((((oxybis(ethane-2,1-diyl))-bis(oxy))bis(ethane-2,1-diyl))-bis(oxy))bis-(5-(2-methoxyethoxy)-2-nitrobenzonitrile). 1H-NMR (400 MHz, CDCl3): δ: 7.92 (s, 2H), 7.26 (s, 2H), 4.36-4.27 (m, 8H), 3.92-3.90 (m, 4H), 3.83-3.81 (m, 4H), 3.70-3.69 (m, 4H), 3.65-3.63 (m, 4H), 3.45 (s, 6H).

Provenance & Evidence