127232-41-1

118994-89-1

127232-41-1

General procedure for the synthesis of oxazole-5-methanol from ethyl oxazole-5-carboxylate: a solution of ethyl oxazole-5-carboxylate (29.13 g, 0.207 mol) in THF (206 mL) was slowly added dropwise to a suspension of LiAlH4 (7.85 g, 0.207 mmol) in THF (206 mL) at 0 °C. The reaction mixture was stirred continuously at 0 °C for 30 min (the progress of the reaction was monitored by TLC to confirm complete consumption of the feedstock). Subsequently, the reaction was quenched by sequential addition of water (8 mL), 10% NaOH solution (8 mL), and water (24 mL) (care was taken to control the reaction temperature to not exceed 0 °C). The reaction mixture was filtered, the precipitate was collected and washed several times with THF. The filtrates were combined and concentrated under reduced pressure to give crude oxazole-5-methanol (17.7 g, 86% yield), which could be used for subsequent reactions without further purification.