Triethylamine → Ethyl 2-(3-chloro-4-methoxybenzamido)-5-phenoxybenzoate

Beteiligte Stoffe

Reaktionsschritte

A solution of 3-chloro-4-methoxy benzoic acid (Lancaster Synthesis Ltd., Windham, N.H.) (100 mg, 0.54 mmol) in CH2Cl2 (5 mL) was cooled to −40° C. DMF (one drop) was added followed by oxalyl chloride (0.32 mL, 0.64 mmol, and 2M solution in CH2Cl2). The reaction was warmed to room temperature and stirred for 1 hour. The mixture was then concentrated to dryness and dried under high vacuum for several hours. The crude acid chloride (38 mg, 0.18 mmol) was dissolved in CH2Cl2 (2 mL) and treated with a solution of 43B (48 mg, 0.18 mmol) in CH2Cl2 (2 mL). Triethylamine (0.13 mL, 0.9 mmol) was added and the reaction was stirred at room temperature until disappearance of the starting material was noted. The reaction was concentrated to dryness and purified by chromatography (SiO2, 5% EtOAc in hexanes) to afford 43C (72 mg, 95%).

Herkunft & Nachweise