Sodium Hydroxide → HCID 58683732, compound

Participants

Reaction Conditions

Reaction Steps

(E)-3-(2-tert-Butyloxycarbonylamino-5-chlorophenyl)-acrylic acid methyl ester (1.8 g, 5.77 mmol) was dissolved in MeOH (115 ml), 2N NaOH (4.3 ml, 8.6 mmol) added and stirred at 60°C. for 2 hours. The reaction mixture was evaporated to dryness, acidified to pH 3.5 by adding water (200 ml) and 2N HCl (4.35 ml) and extracted twice with TBME. The combined organic phases were dried over Na2SO4 and evaporated to dryness to yield the title acid as a solid, which was recrystallised from TBME/hexanes to render the title compound as colorless crystals (1.0 g, 59%).

Provenance & Evidence