Selective N-methylation of primary aliphatic amines with dimethyl carbonate in the presence of alkali cation exchanged Y-faujasites

被引：33

作者：

Selva, M ^{[1
]}

Tundo, P ^{[1
]}

机构：

[1] Univ CaFoscari, Dipartimento Sci Ambientali, I-30123 Venice, Italy

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 44期

关键词：

D O I：

10.1016/j.tetlet.2003.09.016

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The N-methylation of aliphatic amines [XC6H4(CH2)(n)NH2; n = 1, X = H (1a), o-MeO (1b), p-MeO (1c); n = 2, X = H (2a), o-MeO (2b); 1d: PhCH(Me)NH2] with dimethyl carbonate (DMC) is efficiently catalysed by NaY faujasite: on condition that CO2 (a co-product of the reaction) is carefully removed, N-methyl- and N,N-dimethyl-amines (RNHMe and RNMe2) are obtained in good overall yields (70-90%). Otherwise, in the presence Of CO2, carbamates (RNHCO2Me) form competitively to a large extent. The reaction probably proceeds through a B(Al)2 displacement of the amine on DMC. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：8139 / 8142

页数：4

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