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Solvent‐Free N‐Alkylation of Amides with Alcohols Catalyzed by Nickel on Silica–Alumina
Author(s) -
Charvieux Aubin,
Le Moigne Louis,
Borrego Lorenzo G.,
Duguet Nicolas,
Métay Estelle
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201901291
Subject(s) - catalysis , alkylation , yield (engineering) , amide , benzyl alcohol , chemistry , alcohol , nickel , solvent , organic chemistry , reaction conditions , base (topology) , materials science , metallurgy , mathematical analysis , mathematics
The N‐alkylation of phenylacetamide with benzyl alcohol has been studied using Ni/SiO 2 –Al 2 O 3 . In the optimized conditions, the desired product was isolated in an excellent 98 % yield. The reaction could advantageously be performed in neat conditions, with a slight excess of amide and a catalytic amount of base. These conditions were tested on a large range of amides and alcohols, affording 24 compounds in 13 to 99 % isolated yields.