Hydrazine hydrate (1:1) → HCID 22235995, compound

Participants

Reaction Steps

To a 0° C. solution of 2-(5,5-dimethyl-2-oxo4-phenyl-2,5-dihydro-3-furanyl)-1H-isoindole-1,3(2H)-dione (0.90 g, 2.7 mmol) in THF (40 mL) and MeOH (30 mL) was added hydrazine hydrate (1 mL). The mixture was stirred overnight then diluted with EtOAc and washed with saturated NH4Cl. The organic phase was concentrated, then dissolved in dichloromethane, washed with brine, filtered through cotton and concentrated. This material was combined with the 0.29 g from the previous step and purified by flash chromatography (25% EtOAc/hexanes) to provide 3-amino-5,5-dimethyl-4-phenyl-2(5H)-furanone.

Provenance & Evidence