TY - JOUR
T1 - Aldol condensation catalyzed by lipase lipoprotein in aqueous phase
AU - Ding, Yan
AU - Huang, He
AU - Wu, Su Wen
AU - Li, Shuang
AU - Hu, Yi
N1 - Publisher Copyright:
© 2016, Zhejiang University. All right reserved.
PY - 2016/2/1
Y1 - 2016/2/1
N2 - Aldol condensation is one of the most important carbon-carbon bond-forming reactions in organic synthesis, which is widely used in the preparation of chemicals and pharmaceuticals. The experiment results in this study demonstrate that lipase lipoprotein (LPL) and imidazole can efficiently co-catalyze the Aldol reaction of aromatic aldehyde and ketones in aqueous phase. The influence of different additives, additive loading, water content, temperature, reaction time on the enzymatic reaction was investigated. The optimum conditions were found as 30% (v/v) water content, 60%(mol) imidazole, lipase 0.2 g, reaction temperature 35℃ for 48 h. Aromatic aldehydes with electron-withdrawing substituents can react with aliphatic ketones, cyclic ketones and heterocyclic ketones with good to excellent yields (51.8%~92.5%). Compared with previously reported methods, this new procedure offers advantages including environmental friendliness, wider substrate scope, higher yields and shorter reaction time.
AB - Aldol condensation is one of the most important carbon-carbon bond-forming reactions in organic synthesis, which is widely used in the preparation of chemicals and pharmaceuticals. The experiment results in this study demonstrate that lipase lipoprotein (LPL) and imidazole can efficiently co-catalyze the Aldol reaction of aromatic aldehyde and ketones in aqueous phase. The influence of different additives, additive loading, water content, temperature, reaction time on the enzymatic reaction was investigated. The optimum conditions were found as 30% (v/v) water content, 60%(mol) imidazole, lipase 0.2 g, reaction temperature 35℃ for 48 h. Aromatic aldehydes with electron-withdrawing substituents can react with aliphatic ketones, cyclic ketones and heterocyclic ketones with good to excellent yields (51.8%~92.5%). Compared with previously reported methods, this new procedure offers advantages including environmental friendliness, wider substrate scope, higher yields and shorter reaction time.
KW - Aldol reaction
KW - Aqueous phase
KW - Imidazole
KW - Lipase
UR - http://www.scopus.com/inward/record.url?scp=84959911090&partnerID=8YFLogxK
U2 - 10.3969/j.issn.1003-9015.2016.01.018
DO - 10.3969/j.issn.1003-9015.2016.01.018
M3 - 文章
AN - SCOPUS:84959911090
SN - 1003-9015
VL - 30
SP - 121
EP - 126
JO - Gao Xiao Hua Xue Gong Cheng Xue Bao/Journal of Chemical Engineering of Chinese Universities
JF - Gao Xiao Hua Xue Gong Cheng Xue Bao/Journal of Chemical Engineering of Chinese Universities
IS - 1
ER -