4-Hydroxybenzaldehyde → 4-(2,2,2-Trifluoroethoxy)benzaldehyde

Participants

Reaction Steps

To a solution of 4-hydroxyl benzaldehyde (1.1 g, 8.7 mmol) and Cs2CO3 (4.3 g, 13.1 mmol) in DMF (16 mL) was added 2,2,2-trifluoroethyl trifluoromethanesulfonate (1.5 mL, 10.5 mmol). The reaction mixture was stirred at rt for 1 h and then diluted with H2O, followed by extraction with EtOAc. The combined organic layers were dried over Na2SO4, filtered and concentrated. The NMR of the crude product obtained (1.8 g, 100%) was clean. 1H NMR (CDCl3, 400 MHz) δ 9.93 (s, 1H), 7.91-7.87 (m, 2H), 7.09-7.05 (m, 2H), 4.45 (q, J=8.0 Hz, 2H).

Provenance & Evidence