Boron tribromide → HCID 11024320, compound

Participants

Reaction Conditions

Reaction Steps

BBr3 (100 ml, 1M in CH2Cl2) was added to the compound from Step A (6.76 g, 18.3 mmol) dissolved in CH2Cl2 (200 ml) at −60 to −70° C. The reaction was stirred overnight at −60 to 3° C. and then poured into water/ice (500 ml) and extracted with CHCl3/Acetone (2.5 L, 5/1). After evaporating the solvent, the residue was chromatographed on silica gel using a gradient of ethyl acetate:methanol (95:5) to ethyl acetate: methanol (80:20) to give the title compound. 1H-NMR (400 MHz, DMSO-d6) δH2.16 (3H, s, CH3), 2.67 (3H, s, COCH3), 6.52-8.48 (10H, ArH), 8.81 (1H, br, OH), 9.91 (1H, br, OH).

Provenance & Evidence