Acetic Acid → HCID 14103612, compound

Participants

Reaction Steps

7-Methoxy-chroman-3-one (1.47 g, 8.25 mmol) and propylamine (748 μl, 9.07 mmol) were dissolved in dichloromethane (20 ml). Acetic acid (710 μl, 12.37 mmol) and sodium trisacetoxyborohydride (3.5 g, 16.51 mmol) were sequentially added to the reaction mixture and the mixture was stirred for 1 hour at room temperature. To the reaction mixture was added dichloromethane and water. The aqueous phase was made alkaline with a 1 molar solution of NaOH. The aqueous phase was separated and extracted (3 times) with dichloromethane. The combined organic phases were dried over magnesium sulfate, filtered, and evaporated to dryness to yield the crude product (1.68 g, 92% yield).

Provenance & Evidence