Mandelic Acid → HCID 18401127, compound

Participants

Reaction Steps

To a stirring solution of 3,5-dimethylaniline (5.0 g, 41.3 mmol), mandelic acid (7.69 g, 41.3 mmol) and 1-hydroxybenzotriazole hydrate (6.14 g, 45.5 mmol) in dimethylformamide (100 mL) was added 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (8.73 g, 45.5 mmol) under nitrogen at room temperature. After stirring further for 16 hr, the reaction mixture was diluted with ethyl acetate (200 mL) and washed with 10% potassium hydrogen sulfate (2×50 mL), brine (50 mL), saturated sodium hydrogen carbonate (2×50 mL) and brine (50 mL). The organic phase was dried (MgSO4) and evaporated to give the product N-(3,5-Dimethyl-phenyl)-2-hydroxy-2-(4-hydroxy-phenyl) acetamide in 9.3 g yield.

Provenance & Evidence