Sodium hydride → 3-[3-(2-Phenyl-thiazol-4-ylmethoxy)-phenyl]-acrylic acid methyl ester

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Reaction Steps

3-(3-Hydroxy-phenyl)-acrylic acid methyl ester (85 mg, 0.48 mmol) was dissolved in dry DMF (1.5 ml) and NaH (14 mg, 0.60 mmol) was added as a suspension in heptane (0.5 ml). The mixture was stirred at room temperature for 10 min. 4-Chloromethyl-2-phenyl-thiazole (100 mg, 0.48 mmol) was added portion-wise and the solution left stirring for 4 h. The reaction mixture was quenched with H2O (2 ml) and extracted with EtOAc (3×1 ml). The combined organic layers were washed with H2O (3×1 ml), dried (MgSO4), filtered and the solvent removed in vacuo to give a mixture of acid and ester, which was used without further purification.

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