5407-61-4Relevant articles and documents
Synthesis method of beta-amino alcohol compounds
-
Paragraph 0129-0133, (2020/03/29)
The invention discloses a synthesis method of beta-amino alcohol compounds. A carboxylic acid is adopted as a catalyst to promote amination of an epoxide to generate the beta-amino alcohol compounds.Compared with reported methods, this method has advantages of no use of metal catalysts, mild reaction conditions, the safe, non-toxic, cheap and readily available catalyst, a high product yield and high regioselectivity. In addition, a low-boiling-point carboxylic acid can be selected as the catalyst. When the low-boiling-point catalyst is used, excess raw materials and the catalyst can be recycled and reused, almost no waste is discharged to the environment, a post-treatment process does not require extraction, drying, filtration or the like, and a mixture after the reaction is finished is simply distilled or distilled under reduced pressure to obtain a crude product with higher purity. The synthesis process is simple, efficient, and environmentally friendly.
Highly regioselective ring-opening of epoxides with amines: A metal- A nd solvent-free protocol for the synthesis of β-amino alcohols
Li, Dong,Wang, Jing,Yu, Shibo,Ye, Silei,Zou, Wenjie,Zhang, Hongbin,Chen, Jingbo
supporting information, p. 2256 - 2259 (2020/03/04)
We herein report a metal- A nd solvent-free acetic acid-mediated ring-opening reaction of epoxides with amines. This process provides β-amino alcohols in high yields with excellent regioselectivity. Importantly, this epoxide ring-opening protocol can be used for the introduction of amines in natural products during late-stage transformations.
Green Regio- and Enantioselective Aminolysis Catalyzed by Graphite and Graphene Oxide under Solvent-Free Conditions
Acocella, Maria Rosaria,D'Urso, Luciana,Maggio, Mario,Guerra, Gaetano
, p. 1915 - 1920 (2016/07/06)
The ring-opening reactions of epoxides with amines were efficiently and regioselectively catalyzed by high-surface-area graphite and graphene oxide under metal-free and solvent-free conditions. For epoxides without aryl groups, catalytic activity was observed only for graphene oxide, and hence, the activity must have been due to its acidic groups. For styrene oxide, instead, graphite and graphene oxide exhibited rather similar catalytic activities, and hence, the activity was mainly due to activation of the electrophilic epoxide by π-stacking interactions with the graphitic π system. The described aminolysis procedure is green and cheap because the catalyst can be recovered and recycled without loss of efficiency. Moreover, these heterogeneous catalysts exert high stereoselective control in the presence of nonracemic epoxides and provide chiral β-amino alcohols with enantiomeric excess values up to 99 %.
