Boron tribromide → HCID 136355230, compound

Participants

Reaction Steps

Add dropwise at 0° C. under an inert atmosphere, 0.68 ml of a 1 M solution of BBr3 (0.68 mmol) in CH2Cl2 on 200 mg (0.62 mmol) of 7,8-diethoxy-1-ethyl-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one (IIbg) in 5 ml of dichloromethane. Stir at room temperature for 12 hours. Quench at 0° C. with methanol. Evaporate to dryness. Triturate again and evaporate. Purify by chromatography (AcOEt). Recrystallize in EtO2/pentane. One obtains 30 mg of the abovenamed product as a yellow powder. Yield: 16%. M: 230–231° C. 1H-NMR (DMSO, 200 MHz): d 0.96 (t, 3H, CH3), 3.80 (AB system, ? d=0.54, JAB=13.7, 2H, —NCH2), 4.05 (AB system, ? d=0.72, JAB=10.0, 2H, CH2), 6.52 (s, 1H Ar), 6.91 (s, 1H Ar), 7.42–7.55 (m, 5H Ar), 9–10.5 (hump, 2H, 2×—OH).

Provenance & Evidence