Ammonium Chloride → HCID 86681719, compound

Participants

Reaction Steps

To a suspension of benzyl 2-(5-nitro-1,3-dioxoisoindolin-2-yl)acetate (1.2 g, 3.528 mmol) in a mixture of ethanol (23 ml) and water (11.5 ml), iron powder (1.182 g, 21.16 mmol) and ammonium chloride (0.132 g, 2.468 mmol) were added, and the mixture was heated to reflux for 1 hour. The insoluble was filtered off and the filtrate was evaporated to dryness. The residue was dissolved in ethyl acetate and washed with water and brine (×3). The organic phase was dried over Na2SO4 and the solvent was removed to give benzyl 2-(5-amino-1,3-dioxoisoindolin-2-yl)acetate (1.035 g, 3.335 mmol, 94.5% yield, MS/ESI+ 310.9 [MH]+). This product was used in the following step without further purification.

Provenance & Evidence