TY - JOUR
T1 - One-pot synthesis of 2-alkyl cycloketones on bifunctional Pd/ZrO2 catalyst
AU - Xue, Weiyang
AU - Gu, Bin
AU - Wu, Huiling
AU - Liu, Mengyang
AU - He, Songbo
AU - Li, Jingmei
AU - Rong, Xin
AU - Sun, Chenglin
N1 - Funding Information:
This work was supported by National Natural Science Foundation of China (Grant No. 21802135). We thank Dalian Luck Fine Chemical Co. Ltd for providing standard samples.
Publisher Copyright:
© 2021 Elsevier B.V.
Copyright:
Copyright 2021 Elsevier B.V., All rights reserved.
PY - 2021/4/25
Y1 - 2021/4/25
N2 - 2-Alkyl cycloketones are essential chemicals and intermediates for synthetic perfumes and pesticides, which are conventionally produced by multistep process including aldol condensation, separation and hydrogenation. In present work, a batch one-pot cascade approach using aldehydes and cycloketones as the raw materials, and a bifunctional Pd/ZrO2 catalyst was developed for the synthesis of 2-alkyl cycloketones, e.g., cyclohexanone and cycloheptanone. Very high aldehydes (except for paraldehyde with large steric hindrance) conversion and high yields for 2-alkyl cycloketones (e.g., 99 % of conversion for n-butanal and 76 wt.% of yield for 2-butyl cyclohexanone) were obtained at mild temperature of 140 °C. After 10 cycles of reuse, Pd/ZrO2 catalyst showed slight deactivation (ca. 5 % conversion and 10 % yield losses), due to the coke on the catalyst. However, the performance of the catalyst was completely recovered after an oxidative regeneration.
AB - 2-Alkyl cycloketones are essential chemicals and intermediates for synthetic perfumes and pesticides, which are conventionally produced by multistep process including aldol condensation, separation and hydrogenation. In present work, a batch one-pot cascade approach using aldehydes and cycloketones as the raw materials, and a bifunctional Pd/ZrO2 catalyst was developed for the synthesis of 2-alkyl cycloketones, e.g., cyclohexanone and cycloheptanone. Very high aldehydes (except for paraldehyde with large steric hindrance) conversion and high yields for 2-alkyl cycloketones (e.g., 99 % of conversion for n-butanal and 76 wt.% of yield for 2-butyl cyclohexanone) were obtained at mild temperature of 140 °C. After 10 cycles of reuse, Pd/ZrO2 catalyst showed slight deactivation (ca. 5 % conversion and 10 % yield losses), due to the coke on the catalyst. However, the performance of the catalyst was completely recovered after an oxidative regeneration.
KW - 2-Alkyl cycloketone
KW - Aldol condensation
KW - Bifunctional catalyst
KW - Hydrogenation
KW - One-pot cascade approach
KW - Pd/ZrO
UR - http://www.scopus.com/inward/record.url?scp=85102883281&partnerID=8YFLogxK
U2 - 10.1016/j.apcata.2021.118107
DO - 10.1016/j.apcata.2021.118107
M3 - Article
AN - SCOPUS:85102883281
SN - 0926-860X
VL - 616
JO - Applied Catalysis A: General
JF - Applied Catalysis A: General
M1 - 118107
ER -