Phosphorus pentachloride → HCID 69551824, compound

Participants

Reaction Steps

A solution of 2-(3,4-dimethoxy-phenyl)-3-[2-(3-methoxy-5-methyl-phenyl)-acetylamino]-propionic acid ethyl ester (0.79 g, 1.9 mmol) and phosphorus pentachloride (0.59 g, 2.85 mmol) in dry methylene chloride (25 mL) was stirred at room temperature overnight. A cold, saturated aqueous sodium bicarbonate solution (75 mL) was added to the reaction mixture and stirred for 1 hr. The layers were separated and the aqueous layer extracted with methylene chloride (2×25 mL). The combined organic layers were dried over magnesium sulfate, filtered and concentrated in vacuo to afford 6,7-dimethoxy-1-(3-methoxy-5-methyl-benzyl)-3,4-dihydro-isoquinoline-4-carboxylic acid ethyl ester as a light green oil (0.73 g, 97%). This material was used without further purification: 1H NMR (300 MHz) compatible.

Provenance & Evidence