Reactions of lithio derivatives of carboxylic acids. 1. 3-Methyl-2-butenoic acids
Reactions of lithio derivatives of carboxylic acids. 1. 3-Methyl-2-butenoic acids
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羧酸的锂衍生物的反应。
DOI:
10.1021/jo00422a020
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发表时间:
1977
影响因子:
3.6
通讯作者:
D. W. Boykin
中科院分区:
文献类型:
--
作者:
E. William;D. W. Boykin
5a, E= H reaction was followed by examining aliquots which were quenched with water (identical results were obtained with saturated aqueousNH4C1 or 10% aqueous HC1) and analyzed (by NMR) for unchanged 1 and reduced acids 3a and/or 5a. Halogen-metal exchange was rapid and complete when the first aliquot was taken 15 min after addition of 2 molar equiv of n-butyllithium per mole of acid (at—100 C). When less than 2 molar equiv of n-butyllithium was employed (ie, 1.8), the product acids (isolated in 98% yield) were 3-methyl-2-butenoic acid (3a) and unchanged 1(ratio 3a/l= 75/25).