反应 #59637

反应方程式

dimethylamine

HOBT

DCC

(2S)-1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid

ether

→

expected product

(2S)-N,N-Dimethyl-2-(tert-butoxycarbonyl)-piperidine-2-carboxamide

溶剂

DCM

反应条件

后处理

1. 1
   workup.WAITthe mixture is left
2. 2
   温度The reaction mixture is cooled on an ice bath
3. 3
   其他by bubbling for two times 10 minutes
4. 4
   workup.WAITthe mixture is then left
5. 5
   workup.STIRRINGstirring overnight at RT
6. 6
   过滤An insoluble material is filtered off
7. 7
   浓缩the filtrate is concentrated under vacuum
8. 8
   其他The residue is chromatographed on silica gel
9. 9
   洗涤eluting with a gradient of a DCM/MeOH mixture of from (98/2; v/v) to (96/4; v/v)
10. 10
    其他The product obtained
11. 11
    过滤the precipitate is spin-filtered off

实验过程

6.2 g of HOBT and then 9.45 g of DCC are added at RT to a solution of 10 g of (2S)-1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid (commercial) in 130 ml of DCM, and the mixture is left stirring for 1 hour. The reaction mixture is cooled on an ice bath, dimethylamine gas is added by bubbling for two times 10 minutes and the mixture is then left stirring overnight at RT. An insoluble material is filtered off and the filtrate is concentrated under vacuum. The residue is chromatographed on silica gel, eluting with a gradient of a DCM/MeOH mixture of from (98/2; v/v) to (96/4; v/v). The product obtained is taken up in ether and the precipitate is spin-filtered off. 8.5 g of the expected product are obtained.

来源