Hydrochloric Acid → 1-(3-Thienyl)-2-propen-1-one
Reaktionsgleichung
CON(C)[C:4]([C:6]1[CH:10]=[CH:9][S:8][CH:7]=1)=[O:5].[CH:12]([Mg]Br)=[CH2:13].Cl>O1CCCC1>[S:8]1[CH:9]=[CH:10][C:6]([C:4](=[O:5])[CH:12]=[CH2:13])=[CH:7]1Komponenten
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CON(C)[C:4]([C:6]1[CH:10]=[CH:9][S:8][CH:7]=1)=[O:5].[CH:12]([Mg]Br)=[CH2:13].Cl>O1CCCC1>[S:8]1[CH:9]=[CH:10][C:6]([C:4](=[O:5])[CH:12]=[CH2:13])=[CH:7]1The product from step (a) (2.074 g, 12.1 mmol) was dissolved in anhydrous tetrahydrofuran (30 ml) and the solution cooled to −10° C. Vinyl magnesium bromide (1M, 14.5 ml, 14.5 mmol) was added dropwise, keeping the temperature below 0° C. The resultant solution was stirred at 0° C. for 2.5 h, then allowed to warm to room temperature. The reaction mixture was slowly poured into aqueous 2M hydrochloric acid (200 ml) and ice. Extracted with ethyl acetate (3×70 ml) and the combined extracts were washed with water (2×30 ml) and brine (20 ml), dried (magnesium sulphate) and evaporated in vacuo to give the title compound (1.288 g, 77%).
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