Hydrochloric Acid → Phthalylglycine aldehyde

Participants

Reaction Steps

A solution of 2-[2,2-bis(ethyloxy)ethyl]-1H-isoindole-1,3(2H)-dione (24.60 g, 93 mmol) in THF (150 mL) under nitrogen was treated with 1N HCl (aq) (75 mL, 75 mmol) and brought to reflux. After stirring for 20 h, the reaction was evaporated in vacuo and the residue was triturated with 1N HCl (100 mL). The resulting solid was collected by filtration, washed with 1N HCl, water, and Et2O and dried under high vacuum to provide the desired product as a white solid: 1H NMR (d6-DMSO, 300 MHz) δ 9.60 (1H, s), 7.87-7.95 (4H, m), 4.6 (2H, s).

Provenance & Evidence