반응 #7499

반응 방정식

Dimethylaminopyridine

title compound

2-amino-3-methyl-N-(1-methylethyl)benzamide

triethylamine

acryloyl chloride

Acryloyl chloride

→

product

수율 52.4%

3-Methyl-N-(1-methylethyl)-2-[(1-oxo-2-propenyl)amino]benzamide

수율 52.4%

용매

dichloromethane

HCl

반응 조건

후처리

1. 1
   온도the mixture was warmed to ambient temperature
2. 2
   workup.STIRRINGThe mixture was stirred at ambient temperature for 0.5 h
3. 3
   추출extracted twice with dichloromethane
4. 4
   건조The organic extracts were dried (MgSO4)
5. 5
   농축concentrated

실험 절차

To a solution of the title compound of Step B (0.93 g, 4.8 mmol) in dichloromethane (10 mL) was added triethylamine (0.876 mL, 6.2 mmol) and the mixture was cooled to 0° C. Acryloyl chloride (0.433 mL, 5.3 mmol) was then added and the mixture was warmed to ambient temperature and stirred overnight. Dimethylaminopyridine (1.0 g, 7.7 mmol) was then added followed by acryloyl chloride (0.475 mL, 5.8 mmol). The mixture was stirred at ambient temperature for 0.5 h before being diluted with 1N HCl and extracted twice with dichloromethane. The organic extracts were dried (MgSO4) and concentrated to give the product of Step C (0.62 g) as a white solid.

출처