Benzyl Chloride → HCID 68839424, compound

Participants

Reaction Conditions

Reaction Steps

NaH (1.26 g, 52.5 mmol) was added to a solution of tert-butyl 3-benzyl-2-oxo-1,4,8-triazaspiro[4,5]decane-8-carboxylate (12.1 g, 35 mmol) in THF (250 ml) at RT. After stirring for 1 h at 0° C., benzyl chloride (4.9 g, 38.5 mmol) was added dropwise, and the mixture was allowed to warm to RT and heated under reflux for 60 h. Subsequently, benzyl chloride (2.4 g, 19 mmol) was again added, and the mixture was heated under reflux for a further 16 h. The reaction mixture was treated with saturated aqueous NH4Cl solution (20 ml) and extracted with EA (3×50 ml). The combined organic phase was dried over Na2SO4 and filtered and the solvent was removed by distillation. Workup was carried out by means of column chromatography to give tert-butyl 1,3-dibenzyl-2-oxo-1,4,8-triazaspiro[4,5]decane-8-carboxylate in a yield of 13.5 g (88% of theory).

Provenance & Evidence