Ethanol → (RS)-ethoxy-(2-fluoro-4-methoxy-phenyl)-acetic acid ethyl ester

Participants

Reaction Steps

A solution of (RS)-ethoxy-(2-fluoro-4-methoxy-phenyl)-acetic acid (7.26 g, example 63.1), ethanol (16.7 ml) and DMAP (1.57 g) in dichloromethane (120 ml) was cooled to 0° and treated with EDCI (6.59 g). The reaction stirred was stirred at rt for 18 hrs, then washed with 0.5 N HCl, H2O, saturated NaHCO3 and brine. The organic layer was dried over MgSO4, filtrated and concentrated. The crude product was purified by flash chromatography (cyclohexane=>cyclohexane/EtOAc 85:15) to give (RS)-ethoxy-(2-fluoro-4-methoxy-phenyl)-acetic acid ethyl ester (4.42 g) as yellow oil. MS 256.2 ([M]+)

Provenance & Evidence