4-Nitrophenol → 1-(2-(4-Nitrophenoxy)ethyl)biphenyl

Participants

Reaction Steps

2-biphenyl ethanol (1 g, 5 mmol), 4-nitrophenol (834 mg, 6 mmol), and triphenylphosphine (1.59 g, 6 mmol) was dissolved in 20 mL dichloromethane. The solution was chilled in an ice-water bath prior to the addition of diethylazodicarboxylate (949 μl, 6 mmol). The reaction was then stirred overnight, and the ice-water bath slowly warmed to room temperature. Crude product was purified by flash chromatography to yield 640 mg crystalline solid. 1H NMR (400 MHz, DMSO-d6) δ 8.1 (d), 7.6 (m), 7.47–7.41 (m), 7.34 (m), 7.17 (m), 4.39 (t, 2H), 3.13 (t, 2H).

Provenance & Evidence