반응 #59637

반응 방정식

dimethylamine

HOBT

DCC

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

ether

→

expected product

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

용매

DCM

반응 조건

후처리

1. 1
   workup.WAITthe mixture is left
2. 2
   온도The reaction mixture is cooled on an ice bath
3. 3
   기타by bubbling for two times 10 minutes
4. 4
   workup.WAITthe mixture is then left
5. 5
   workup.STIRRINGstirring overnight at RT
6. 6
   여과An insoluble material is filtered off
7. 7
   농축the filtrate is concentrated under vacuum
8. 8
   기타The residue is chromatographed on silica gel
9. 9
   세척eluting with a gradient of a DCM/MeOH mixture of from (98/2; v/v) to (96/4; v/v)
10. 10
    기타The product obtained
11. 11
    여과the precipitate is spin-filtered off

실험 절차

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.

출처