Sodium hydride → 2-(4-{2-[(5R)-5-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-2-oxo-1,3-oxazolidin-3-yl]ethyl}phenoxy)ethyl acetate

Participants

Reaction Steps

(5R)-5-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-1,3-oxazolidin-2-one (651 mg) in DMF (15 mL) was treated with sodium hydride (84 mg) under nitrogen and stirred for 1 h. A solution of 2-[4-(2-bromoethyl)phenoxy]ethyl acetate (500 mg) in DMF (5 mL) was added and the reaction mixture was stirred for a further 2 h. This was then concentrated in vacuo and the residue was taken up in EtOAc, washed with water, brine and dried (MgSO4). The solution was concentrated in vacuo and the residue was purified by chromatography (Biotage, 90 g) eluting with cyclohexane-EtOAc (2:1) to give the title compound (355 mg). LCMS RT=3.26 min.

Provenance & Evidence