N-methyl-2-pyrrolidone → HCID 10302535, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2.43 g (5 mmol) 9-(3,5-bis-trifluoromethyl-benzoyl)-5-phenyl-1-oxa-3,9-diaza-spiro[5.5]undecan-2-one in N-methylpyrrolidone 0.436 g (0.5 mmol) of a 55% sodium hydride suspension in mineral oil was added at room temperature under argon. After 15 min. 1.27 g (5 mmol) of (3-bromopropoxy)-tert-butyldimethylsilane was added. The reaction mixture was stirred at 100° C. under argon overnight. After cooling a solution of saturated aqueous NaHCO3 was added and the mixture was extracted with ethyl acetate. The organic layer was dried over (Na2SO4) and concentrated. The residue was purified by column chromatography (SiO2, Hexane/ethylacetate=2:1) to yield 1.66 g (50%) of a yellow oil.

Provenance & Evidence