Hydrochloric Acid → [(3R)-3-methyl-1-oxo-3,4-dihydro-1H-isochromen-6-yl]acetaldehyde

Participants

Reaction Steps

A 1:1 solution of dioxane:3 N HCl was added to a flask containing (3R)-6-(1,3-dioxolan-2-ylmethyl)-3-methyl-3,4-dihydro-1H-isochromen-1-one (780 mg, 3.2 mmol). The reaction was then stirred at room temperature overnight. The crude reaction mixture was then partitioned between water and DCM. The organic layer was washed with saturated sodium bicarbonate solution, followed by brine. The organic layer was then dried with magnesium sulfate, filtered and concentrated to afford (R)-2-(3-methyl-1-oxoisochroman-6-yl)acetaldehyde which was used directly without further purification.

Provenance & Evidence