Hydrochloric Acid → HCID 28492531, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 5-nitroindoline-2,3-dione (1 g, 5.20 mmol) in DMF (20 ml) was cooled to 0° C., and NaH (60% w/w dispersion in mineral oil, 0.208 g, 5.20 mmol) was added portion wise. The mixture was stirred at 0° C. for 1 hour, and methyl 2-bromoacetate (0.483 ml, 5.20 mmol) was added. The mixture was stirred at room temperature for 4 hours, then it was portioned between ethyl acetate and 1N HCl. The organic phase was washed twice with brine and dried over sodium sulfate. The solvent was removed and the crude was purified by flash chromatography on silica gel (DCM:EtOAc=95:5) affording methyl 2-(5-nitro-2,3-dioxoindolin-1-yl)acetate (0.976 g, 3.69 mmol, 71% yield) MS/ESI+ 264.9 [MH]+.

Provenance & Evidence