SELECTIVE MONO-METHYLATION OF ARYLACETONITRILES AND METHYL ARYLACETATES BY DIMETHYL CARBONATE

被引：76

作者：

SELVA, M ^{[1
]}

MARQUES, CA ^{[1
]}

TUNDO, P ^{[1
]}

机构：

[1] UNIV VENICE,DIPARTIMENTO SCI AMBIENTALI,I-30123 VENICE,ITALY

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1994年 / 10期

关键词：

D O I：

10.1039/p19940001323

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Both arylacetonitriles and methyl arylacetates react with dimethyl carbonate (DMC) (20 molar excess) at 180-200 degrees C in the presence of K2CO3 to produce monomethylated 2-arylpropionitriles and methyl 2-arylpropionates, respectively, with a selectivity >99.5%. The reaction, with wide application, proceeds by DMC acting as a meth oxycarbonylating agent towards the ArCH(-)X anion (X = CN, CO(2)Me) and as a methylating agent to ArC-(CO(2)Me)X. DMC also proved to be the best solvent for such reactions.

引用

页码：1323 / 1328

页数：6

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