Benzyltrimethylammonium hydroxide → trans-6-Cyano-4-(1,6-dihydro-6-oxopyridazin-1-yl)-2,2-dimethylchroman-3-ol

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Reaction Steps

1 g of 6-cyano-2,2-dimethyl-3,4-epoxychromane and 1 g of 3-hydroxypyridazine are refluxed for 20 hours in 5 ml of dioxane, in the presence of 0.20 ml of a methanolic solution containing 35% of benzyltrimethylammonium hydroxide. The mixture is concentrated under vacuum and the residue is then triturated in 20 ml of water; the precipitate obtained is filtered off, washed with water and isopropyl ether and then recrystallized from 10 ml of isopropyl alcohol to give 0.9 g of the expected product.

Provenance & Evidence