Hydrochloric Acid → HCID 19048895, compound

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Reaction Steps

In 80 ml of tetrahydrofuran, 20 g of a 70% toluene solution of sodium bis(2-methoxyethoxy)aluminum hydride was dissolved and cooled with ice. To the solution, 20 ml of a tetrahydrofuran solution containing 10 g of 7-methoxycarbonyl-3,4-dihydronaphthalene was dropwise added and stirred for an hour at room temperature. Successively, 100 ml of a 3N aqueous hydrochloric acid solution was added with caution under ice cooling to make the solution acid, and the organic layer was extracted with ether. The ether solution was dried with anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The concentrated residue was mixed with hexane. Formed crystals were filtered to give 7.56 g of 7-hydroxymethyl-3,4-dihydronaphthalene.

Provenance & Evidence