Hydrochloric Acid → HCID 58052343, compound

Participants

Reaction Conditions

Reaction Steps

To a solution (S)-4-benzyl-3-(5-bromopentanoyl)oxazolidin-2-one (4.00 g, 1 eq.) and THF (100 ml) was added NaHMDS (1 M in THF, 53 ml, 4.5 eq.) at −78° C. After 30 min chloro(methoxy)methane (12.3 g, 13 eq.) was added dropwise. The reaction mixture was stirred at −10° C. for 2 days. Concentrated aqueous HCl solution was carefully added. The resulting mixture was concentrated and extracted with EtOAc. The organic layers were dried over MgSO4 and concentrated. Silica gel chromatography using 60-80% DCM-heptane yields the title compound (1.06 g, 23%).

Provenance & Evidence