Boron tribromide → HCID 11677309, compound

Participants

Reaction Steps

Methyl ether (128) (0.15 g, 0.31 mmol) was treated with BBr3 in CH2Cl2 to give the crude product as orange viscous oil, which was purified by reverse phase preparation HPLC on Agilent 1100 to afford 97 mg (67%) of the title compound (129) as a light yellow solid. mp 118-120° C. 1H NMR (400 MHz, CH3OH-d4): δ 2.15-2.30 (m, 2H), 2.80-2.90 (m, 2H), 6.26 (d, J=15.9 Hz, 1H), 6.57 (d, J=8.6 Hz, 2H), 7.00 (dd, J1=9.0 Hz, J2=2.3 Hz, 1H), 7.16-7.20 (m, 3H), 7.22-7.32 (m, 3H), 7.34 (d, J=8.8 Hz, 2H), 7.52 (d, J=15.9 Hz, 1H), 7.59 (s, 1H), 7.62 (d, J=9.1 Hz, 1H). LCMS (ESI): m/z 479 (M+H)+, m/z 477 (M−H)−. Anal. Calc for C28H21F3O4.0.25H2O: C, 69.63; H, 4.49. Found: C, 69.63; H, 4.41.

Provenance & Evidence