反応 #59637

反応方程式

dimethylamine

HOBT

DCC

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

ether

→

expected product

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

溶媒

DCM

反応条件

後処理

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

実験手順

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.

出典