有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
有機溶媒中における活性メチレン化合物の反応
佐藤 成美佐々木 宏中村 正夫
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1966 年 24 巻 2 号 p. 120-124

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The malonic acid synthesis is usually performed in the presence of strong bases.In the present study, however, it was found that the reaction readily took placewhen aweak base such as sodium bicarbonate was used in polar organic solvents, such as dimethyl formamide and dimethyl sulfoxide. Ethyl malonate was thus treated with benzyl chloride in dimethyl formamide in the presence of sodium bicarbonate at125.. for 1 hr to obtain the mono-and di-benzylmalonates. Similar reactions also occured in dimethyl sulfoxide, but not in cyclohexanone, cyclohexanol, and n-butanol.Other active methylene compounds such as methyl acetoacetate and other chlorides such as ethyl monochloroacetate were slso used too establish the versatility of the reaction. The effects of the water added to the solvent were also investigated.

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