Wissner羟基酮合成

  • A+

由酰氯和三(三甲基硅氧基)乙烯反应,通过β酮酸中间体脱羧得到多一个碳的α-羟基酮的反应。


反应机理


反应操作

1-Hydroxy-2-nonanone (4). Acid chloride 1 (4 g, 24.6 mmol) and 2 (15.5 g, 53 mmol) were heated for 3 h at 95–100 ℃. Dioxane (25 mL) and 0.6 N HCl (10 mL) were added (exothermic, gas evolution). The mixture was heated for 30 min at 95 ℃, extracted with Et2O, and distilled to afford 3.28 g of 4 (84%), bp 83–85 ℃/0.5 mm.

【Wissner A , J Org Chem., 1978, 44, 4617】


相关文献

1 Wissner A Tet Lett 1978 2749

2 Wissner A J Org Chem 1978 44 4617

3 Wissner A Synthesis 1979 1 27

4 Lajunen MK Syn Comm 2009 39 2042


编译自:Organic Syntheses Based On Name Reactions, 3RdEd, A. Hassner, Page 524.

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