反应详情

Ethyl 3-(trimethylsilylmethyl)-3-hydroxy-2-oxo-1-azacyclodecane-10-carboxylate (0.98 g, 2.98 mmol) is dissolved in methylene chloride (50 mL), and boron trifluoride etherate (1.8 mL, 15 mmol) is added. The reaction is stirred at room temperature for 26 hours. The reaction is then quenched with saturated ammonium chloride and extracted several times with methylene chloride. The combined organic layers are dried (MgSO4), and the solvent is evaporated. The product is purified by silica gel chromatography (20% ethyl acetate/hexane) to give ethyl 3-methylidene-2-oxo-1-azacyclodecane-10-carboxylate, m.p. 91°-92° C.

1. customThe reaction is then quenched with saturated ammonium chloride
2. extractionextracted several times with methylene chloride
3. dry with materialThe combined organic layers are dried (MgSO4)
4. customthe solvent is evaporated
5. customThe product is purified by silica gel chromatography (20% ethyl acetate/hexane)