Ammonium Chloride → HCID 18974022, compound

Participants

Reaction Conditions

Reaction Steps

3-tertbutoxycarbonyl-6-methyl-2(1 H)-pyridinone (1.49 g, J. Het. Chem., 1981, 18, 1611) was added to a THF (20 ml) solution of lithium diisopropylamide (14.3 mmol, prepared by the standard method) and stirred under argon, at -30° C., for 2.5 hours. 2-Benzyloxybenzyl bromide (2 g, prepared as described in Example 1) in THF (10 ml) was added and the mixture stirred, at -30° C., for 1 hour, then warmed to ambient temperature. The mixture was poured into saturated aqueous ammonium chloride (200 ml) and extracted with dichloromethane. The solvent was evaporated and crystallised from isopropranol. There was thus obtained 6-(2-[2-benzyloxyphenyl)ethyl]-3-tertbutoxycarbonyl-2(1 H)-pyridinone (1.85 g) m.p. 146°-147° C.

Provenance & Evidence