A Precautionary Note Regarding Derivatization of Secondary Amines with Dialkylacetals of Formamide Other Than the Diethyl Derivative
作者:
N. Narasimhachari,
R.O. Friedel,
期刊:
Analytical Letters
(Taylor Available online 1979)
卷期:
Volume 12,
issue 12
页码: 1293-1304
ISSN:0003-2719
年代: 1979
DOI:10.1080/00032717908067920
出版商: Taylor & Francis Group
关键词: DMF;dimethyl acetal;diethyl acetal;dipropyl acetal;N-ethylation
数据来源: Taylor
摘要:
We have extended our earlier work on alkylation of secondary amino compounds with dimethylformamide diethyl acetal to other alkyl acetals, such as dimethyl and dipropyl acetal. All the alkylating DMT-dialkyl acetal reagents tested gave only N-ethyl derivatives of the secondary amines. The reagent purity was tested by preparing the esters of carboxylic acids, where the appropriate alkyl (methyl or propyl) ester is obtained. It is concluded that all dimethylformamide dialkyl acetals yield a single N-ethyl derivative of secondary amine. The reaction mechanism is not understood.
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