Premium
Selective N ‐Monomethylation of Anilines with Methanol Catalyzed by Commercial Pd/C as an Efficient and Reusable Catalyst
Author(s) -
Jiang Lei,
Guo Fang,
Wang Yinran,
Jiang Jialin,
Duan Yangzhi,
Hou Zhaomin
Publication year - 2019
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201900509
Subject(s) - chemistry , catalysis , aniline , methanol , reagent , yield (engineering) , organic chemistry , selectivity , combinatorial chemistry , formaldehyde , materials science , metallurgy
N ‐methylation of amines is one of the most important C−N bond‐forming reactions and is widely utilized for the synthesis of numerous agrochemicals, drugs, natural products, and dyes. In this paper, the N ‐monomethylation of aniline derivatives using Pd/C catalyst and methanol as the methylation reagent was investigated. The N ‐monomethylation of various anilines was achieved with high activity and selectivity under relatively mild reaction conditions, and the yield of N ‐monomethyl anilines was over 90 %. Notably, the commercial, readily available, and inexpensive heterogeneous catalyst, Pd/C, could be easily recovered and reused more than five times with only a slight decrease in activity; gram‐scale experiments were also successfully performed.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom