Imidazole → HCID 131729338, compound

Participants

Reaction Steps

To a solution of 5-hydroxymethyl-pyrrolidin-2-one (20 g, 0.174 mol) in DMF (100 mL) was added imidazole (17.7 g, 0.260 mol) followed by TBDMSCl (27.5 g, 0.182 mol). After 2.5 h, LCMS analysis revealed reaction was complete. EtOAc (600 mL) and brine (300 mL) were added to the reaction solution. The aqueous layer was further extracted with EtOAc (2×350 mL). The combined organic layers were washed with brine, dried, and concentrated to give 5-(tert-butyl-dimethyl-silanyloxymethyl)-pyrrolidin-2-one (39.5 g) as a light yellow oil which was used in the next step without further purification. LRMS (M+H+) m/z 230.1.

Provenance & Evidence