The Condensation of Benzaldehyde with Methyl Ethyl Ketone by Aqueous Sodium Hydroxide
The Condensation of Benzaldehyde with Methyl Ethyl Ketone by Aqueous Sodium Hydroxide
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苯甲醛与甲乙酮在氢氧化钠水溶液中的缩合反应
DOI：
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发表时间：
1954
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影响因子：
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通讯作者：
H. Midorikawa
中科院分区：
文献类型：
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作者：
H. Midorikawa
在苯甲醛与甲乙酮在氢氧化钠水溶液中的缩合反应中，与糠醛与酮的缩合反应一样，降低的反应温度（3～5°）有利于酮的α-亚甲基上发生醛醇缩合。另一方面，升高反应温度（60～65°）仅在酮的α-甲基上进行缩合，得到1-苯基-1-戊烯-3-酮（I）。在降低的反应温度（3～5℃）下进行羟醛缩合得到3-甲基-4-苯基-4-丁醇-2-酮（II），用乙酸酐脱水得到3-甲基-4-苯基-3-丁烯-2-酮（IV），用次氯酸钠氧化得到α-甲基肉桂酸（V）。
In the condensation of benzaldehyde with methyl ethyl ketone by aqueous sodium hydroxide, the lowered reaction temperature (3∼5°) favored the aldol condensation at the α-methylene group of the ketone as in the condensation of furfural with the ketone. On the other hand, the elevated reaction temperature (60∼65°) conducted exclusively the condensation at the α-methyl group of the ketone, giving 1-phenyl-1-penten-3-one (I). 3-Methyl-4-phenyl-4-butanol-2-one (II), obtained by the aldol condensation at the lowered reaction temperature (3∼5°), was dehydrated with acetic anhydride to 3-methyl-4-phenyl-3-buten-2-one (IV), which was oxidized, by sodium hypochlorite to afford α-methylcinnamic acid (V).