Acetic Acid → HCID 39237242, compound

Participants

Reaction Steps

To a solution of D-3-methylphenylalanine.HCl (5.5 g, 25.5 mmol) and acetic acid (13.0 mL) in 0.04 M aqueous sodium acetate (750 mL) is added a solution of sodium nitrite (5.28 g, 76.5 mmol) in water (12.5 mL) dropwise, over 30 min, and the solution is allowed to stir for 3 h. This solution is then saturated with NaCl, and extracted with EtOAc (3×150 mL). The combined organic layers are washed with brine (3×150 mL), dried (MgSO4) and evaporated to yield (R)-2-hydroxy-3-(3-methylphenyl)-propionic acid.

Provenance & Evidence