Phosgene → HCID 58237599, compound

Participants

Reaction Conditions

Reaction Steps

To {3-(4-Bromo-2-[((S)-2-hydroxy-1-phenyl-ethylamino)-methyl]-phenoxy}-phenyl)-acetic acid methyl ester (0.43 mmol) and triethylamine (0.18 mL, 1.29 mmol) in toluene (1.5 mL) at 0° C. was added phosgene (1.9M in toluene; 0.23 mL, 0.43 mmol). The reaction was stirred for 15 minutes at 0° C., until no starting material was seen by analytical LCMS, and then worked-up with 5% brine and EtOAc. The aqueous layer was extracted twice with EtOAc, and the combined organic layers were dried and concentrated. The residue was purified by silica gel chromatography (20-30% EtOAc in hexanes) to give the desired product (0.086 g).

Provenance & Evidence