Solvent‐Free N‐Alkylation of Amides with Alcohols Catalyzed by Nickel on Silica–Alumina | Zendy

Charvieux Aubin | Zendy; Le Moigne Louis | Zendy; Borrego Lorenzo G. | Zendy; Duguet Nicolas | Zendy; Métay Estelle | Zendy

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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.

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