N-t-butoxycarbonyl-4-(4-fluorobenzylidene)piperidine → 4-(4-Fluoro-benzyl)-piperidine-1-carboxylic acid tert-butyl ester

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Reaction Steps

1-tert-Butoxycarbonyl-4-(4-fluorobenzylidene)piperidine (47.0 g) was dissolved in methanol (450 ml). 10% Palladium carbon (containing 50% water, 4.7 g) was added to the solution and the mixture was subjected to catalytic hydrogenation for 5 hours. The catalyst was filtered off and the filtrate was concentrated under reduced pressure to give 1-tert-butoxycarbonyl-4-(4-fluorobenzyl)piperidine (39.9 g).

Provenance & Evidence