Potassium Hydroxide → HCID 86594382, compound

Participants

Reaction Steps

To 2-tert-butoxycarbamoyl-succinic acid 4-tert-butyl ester 1-ethyl ester (5.92 g, 18.6 mmol) in ethanol (224 mL) was added 20.91 mL of a 10% aqueous solution of potassium hydroxide. The resulting mixture was then stirred at room temperature for 3 hours and then worked up. The crude product was purified by flash chromatography (SiO2, 90% dichloromethane-10% methanol) to afford 3.06 g (57.0% yield) of the desired mono acid: 1H NMR (CDCl3, 400 MHz) 3.65 (t, 1H), 2.78 (dd, 3H), 1.45 (s, 9H), 1.25 s, 9H); 13C NMR (CDCl3, 400 MHz) 171.2, 169.7, 84.0, 82.0, 46.8, 34.5, 28.5, 26.5.

Provenance & Evidence