Diboron → HCID 13732856, compound

Participants

Reaction Steps

A 1M solution (200 ml) of diborane in tetrahydrofuran was added to a stirred solution of 3-(2-fluoro-5-nitrophenyl)-benzoic acid (6.6 g) in 500 ml tetrahydrofuran. The reaction mixture was stirred at room temperature for 12 hours and then quenched with water and extracted with ethyl acetate. The organic extracts were dried and evaporated to yield a yellow solid which was purified by elution on silica gel with 40% ethyl acetate/hexanes. This gave the pure required product as a yellow solid (4.04 g, 65% yield), m.p. 113°-114° C. NMR (CDCl3, 250 MHz): 8.42 (four line multiplet, 1H), 8.25 (8 line multiplet, 1H), 7.55 (m, 4H), 7.3 (four line multiplet, 1H), 4.8 (d, 2H, J=4.5 Hz), 0.9 (t, 1H).

Provenance & Evidence