Methyl iodide → 1-Tert-butyl-2-methoxy-4-nitrobenzene

Participants

Reaction Steps

To a mixture of 2-tert-butyl-5-nitrophenol (C-1-a) (100 mg, 0.52 mmol) and K2CO3 (86 mg, 0.62 mmol) in DMF (2 mL) was added CH3I (40 uL, 0.62 mmol). The reaction mixture was stirred at room temperature for 2 h, diluted with water and extracted with EtOAc. The combined organic layers were washed with brine and dried over MgSO4. After filtration, the filtrate was evaporated to dryness to give 1-tert-butyl-2-methoxy-4-nitrobenzene (82 mg, 76%) that was used without further purification. 1H NMR (400 MHz, CDCl3) δ 7.77 (t,J=4.3 Hz, 1H), 7.70 (d, J=2.3 Hz, 1H), 7.40 (d,J=8.6 Hz, 1H), 3.94 (s, 3H), 1.39 (s, 9H).

Provenance & Evidence