Continuous Reduction of N-Boc Protected Amines to N-Me Amines using Lithium Aluminium Hydride
This example illustrates the use of the Vapourtec R-Series system to carry out reactions with moisture sensitive, highly reactive reagents under flow conditions. It demonstrates how the proper drying procedure allows the Vapourtec R2 pump to handle this highly water sensitive reagent.
Lithium aluminium hydride (LiAlH₄) is widely used in organic chemistry as a reducing agent. It is more powerful than the related reagent sodium borohydride due to the weaker Al-H bond compared to the B-H bond. It will reduce a variety of functionalities but is mainly used to convert esters, carboxylic acids, aldehydes and ketones to the corresponding alcohols. In this example we show the reduction of an N–tert– butoxycarbonyl (N-Boc) protected substrate directly to the analogous N-methyl group. There are a very limited number of literature examples of aryl N-Boc systems (mainly aniline derivatives) using this transformation and even fewer with heteroaromatic N-Boc systems. The ability to N-methylate these species in a controlled, chemo selective manner is a great advantage over more traditional N- methylation methods.
| 產品型錄
Vapourtec 產品型錄下載
【Vapourtec】官網
