Mandelic Acid → HCID 10492678, compound

Participants

Reaction Steps

To a solution of 4 hyroxyphenylacetic acid (5.9 g,39 mmol) and 1-hydroxybenzotriazole hydrate (5.8 g,43 mmol) in dimethylformamide (40 mL), 25 (5.5 g, 39 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (9.0 g,47 mmol) were added. The reaction mixture was stirred overnight at room temperature, then diluted with ethyl acetate (100 mL). The mixture was washed with water (3×50 mL) and 10% potassium hydrogen sulfate (3×50 mL). The organic layers were combined and washed with brine, then dried over anhydrous MgSO4. The solvent was removed under reduced pressure to give a brown oil. Recrystallization from methylene chloride and hexane afforded a beige solid, 6.26 g, 58%. mp 176-178° C.

Provenance & Evidence