Triphenylphosphine → HCID 86749664, compound

Participants

Reaction Steps

To a solution of 3-(7-methoxy-chroman-2-ylmethyl-amino)-propanol (3.07 g, 13 mmol), 7-hydroxy quinoline (1.88 g, 13 mmol), triphenylphosphine (3.67 g, 14 mmol) in anhydrous tetrahydrofuran (50 mL) was slowly added a solution of diethylazodicarboxylate (2.44 g, 14 mmol) in tetrahydrofuran (10 ml). The reaction was allowed to stir for 3 hours and was then quenched with water, extracted with methylene chloride (150 mL) dried over anhydrous magnesium sulfate, filtered and the solvent removed under vacuum. Chromatography (2.5% MeOH -methylene chloride) afforded 2.72 g of the title compound (55% yield) which was converted to the monohydrate, dimaleate salt in tetrahydrofuran, mp 132°-134° C.

Provenance & Evidence