Boron tribromide → HCID 11524670, compound

Participants

Reaction Steps

The methyl ether (75) (0.15 g, 0.34 mmol) was treated with BBr3 in CH2Cl2 to give the crude product as a yellow viscous oil, which was purified by reverse phase preparation HPLC on Agilent 1100 to afford 102 mg (70%) of the title compound (76) as a light yellow solid. mp 198-199° C. 1H NMR (400 MHz, CH3OH-d4): δ 1.18 (d, J=6.8 Hz, 6H), 2.88 (sept, J=6.8 Hz, 1H), 6.26 (d, J=15.9 Hz, 1H), 6.54 (d, J=8.6 Hz, 2H), 6.96 (dd, J1=9.2 Hz, J2=2.4 Hz, 1H), 7.08-7.15 (m, 2H), 7.17 (d, J=2.2 Hz, 1H), 7.18-7.30 (m, 3H), 7.33 (d, J=8.6 Hz, 2H), 7.52 (d, J=15.9 Hz, 1H), 7.56-7.64 (m, 2H). LCMS (ESI): m/z 425 (M+H)+, m/z 423 (M−H)−. HRMS (EI) Calc for C28H24O4: 425.1753 (M+•). Found: 425.1742.

Provenance & Evidence