反应详情

To a solution of 1,2,3-trifluoro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzene in DMF were added TEA (0.86 g, 1.18 mL, 8.52 mmol, 3 eq) and N,1-dihydroxy-3,3-dimethyl-1,3-dihydrobenzo[c][1,2]oxaborole-5-carbimidoyl chloride (545 mg, 2.27 mmol, 0.8 eq) at 0° C. The reaction mixture was stirred for 12 h at rt, poured into ice-water and extracted with EA. The organic layer was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by silica column and prep-HPLC to give 105 mg pure product. 1H NMR (400 MHz, DMSO-d6): δ 9.23 (s, 1H), 7.76-7.59 (m, 5H), 4.43 (d, J=18.4 Hz, 1H), 4.28 (d, J=18.4 Hz, 1H), 1.48 (s, 3H), 1.47 (s, 3H) ppm; HPLC purity: 99.6% at 254 nm; MS: m/z=430 (M+1, ESI+).

1. extractionextracted with EA
2. washThe organic layer was washed with brine
3. dry with materialdried over anhydrous Na2SO4
4. filtrationfiltered
5. concentrationconcentrated under reduced pressure
6. customThe residue was purified by silica column