Boron tribromide → HCID 11583055, compound

Participants

Reaction Steps

Methyl ether (140) (0.15 g, 0.33 mmol) was treated with BBr3 in CH2Cl2 to give the crude product as a brown viscous oil, which was purified by reverse phase preparation HPLC on Agilent 1100 to afford 122 mg (84%) of the title compound (141) as a light yellow solid. mp 118-120° C. 1H NMR (400 MHz, CH3OH-d4): δ 0.77 (t, J=7.3 Hz, 3H), 1.40-1.55 (m, 2H), 2.52 (t, J=7.6 Hz, 2H), 6.27 (d, J=15.9 Hz, 1H), 6.55 (d, J=8.4 Hz, 2H), 7.08-7.16 (m, 2H), 7.20-7.40 (m, 7H), 7.48-7.56 (m, 2H). LCMS (APCI): m/z 443 (M+H)+, m/z 441 (M−H)−. Anal. Calc for C29H25FO4.0.4H2O: C, 74.79; H, 5.33. Found: C, 74.71; H, 5.21.

Provenance & Evidence