Water → 4-Methoxy-[1,3]dioxolo[4,5-g]isoquinoline

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Reaction Steps

17.8 g (74.3 mmol) of the compound (4) thus obtained was added to 50 ml of water, which was then incorporated with 100 ml of methylene chloride and rendered basic with 25% aqueous solution of sodium hydroxide under water-cooling. After the solution was separated into two layers, the aqueous layer was extracted with 20 ml of methylene chloride. Then, the methylene chloride layers were combined and washed with 30 ml of water. They were dried over anhydrous magnesium sulfate and then concentrated at reduced pressure to obtain 15.06 g of 8-methoxy-6,7-methylenedioxyisoquinoline (5) with a yield of 99.7%. The resultant product was recrystallized from ethyl acetate/n-hexane: m.p. 144°-5° C. IR and NMR of the resultant product are listed below.

Provenance & Evidence