Ethanol → N-(5-Cyano-5,6,7,8-tetrahydro-naphthalen-2-yl)-benzenesulfonamide

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Reaction Steps

N-(5-Cyano-7,8-dihydro-naphthalen-2-yl)-bezenesulfonamide (5.27 g, 17.2 mmol), 70 mL EtOH, and 50 mL acetic acid were placed in a Parr vessel, and 1.0 g of 10% Palladium on carbon (Fluka Chemica Co.) was added. The reaction mixture was shaken for 15 hours under 55 psi hydrogen. The Parr vessel was purged with nitrogen and the reaction mixture was filtered. The filtrate was added to 500 mL, water, and the aqueous mixture was extracted with EtOAc. The combined organic layers were dried (MgSO4) and evaporated to yield 4.85 g (15.5 mmol, 90%) of N-(5-Cyano-5,6,7,8-tetrahydro-naphthalen-2-yl)-benzenesulfonamide as an oil. MS: 314 (M+H)+.

Provenance & Evidence