Hydrochloric Acid → TRANS-BETA-NITRO-2-(TRIFLUOROMETHYL)-

Participants

Reaction Conditions

Reaction Steps

2-(Trifluoromethyl)benzaldehyde (0.758 mL, 5.74 mmol) was dissolved in MeOH (5 mL) and nitromethane (0.370 mL, 6.89 mmol) was added. The mixture was cooled to −10° C. and a solution of NaOH (0.241 g, 6.03 mmol) in water (2 mL) was slowly added keeping the temperature below −5° C. The mixture stirred at −5° C. for 15 min then warmed to 0° C. and stirred for 2 h. Ice water (6 mL) was added followed by HCl (6 N, 3 mL). The mixture was extracted with DCM (×2) and the combined organic layers were washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo to afford (E)-1-(2-nitrovinyl)-2-(trifluoromethyl)-benzene, which was carried onto the next step without further purification. 1H NMR (500 MHz, DMSO-d6) δ 8.28 (d, J=13.3 Hz, 1H), 8.12 (d, J=13.2 Hz, 1H), 7.91-7.7 (m, 3H), 7.54 (t, J=7.6 Hz, 1H).

Provenance & Evidence