HCID 67044336, compound → HCID 67044746, compound

Participants

Reaction Steps

Methyl 2-[1-(4-chloro-3-nitrophenyl)ethenyl]benzoate (0.95 g, 3.0 mmol) was suspended in methanol (45 mL) and 2N sodium hydroxide (100 mL), and stirred at 65° C. for two hours. The reaction mixture was concentrated and acidified to pH of 4, and then extracted with ethyl acetate (3×50 mL). The combined extract was washed with water (100 mL), brine solution (100 mL), dried over sodium sulfate, filtered and concentrated to give 2-[1-(4-chloro-3-nitrophenyl)ethenyl]benzoic acid (0.81 g, 2.7 mmol, 90% yield). 1H NMR (400 MH, CDCl3): 7.92-7.91 (d, 1H), 7.85-7.83 (dd 1H), 7.70-7.67 (d, 1H), 7.66-7.62 (dt, 1H), 7.54-7.50 (dt, 1H), 7.38-7.35 (m, 2H), 5.93 (s, 1H), 5.37 (s, 1H); MS (EI) for C15H10ClNO4: 302 (M−).

Provenance & Evidence