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note
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The similar catalytic coupling of acetophenone with the same olefin 2 gave a mixture of 1:1 and 1:2 adducts. As an exception, the catalytic reaction of acetophenone with trimethylvinylsilane gave 1:2 adduct predominately (Ref. 7b).
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31
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0009105470
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note
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3 of toluene, o-tolunitrile (2 mmol), and triethoxyvinylsilane (1900 mg, 10 mmol). The mixture was heated under vigorous refluxing conditions (135 °C, oil bath temperature) with stirring. After heating for 48 h, the mixture was allowed to cool to room temperature, and toluene and unreacted triethoxyvinylsilane were removed by rotary evaporation (40 °C/5 mmHg, 1 mmHg = 133.322 Pa). The product was isolated by bulb-to-bulb distillation (120 °C/2 mmHg) in 78% yield. The GC yield of the product (86% yield) was determined in a separate run under the same reaction conditions described above except for the use of hexadecane as an internal standard for GC.
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