反応 #7499

反応方程式

Dimethylaminopyridine

title compound

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

triethylamine

acryloyl chloride

Acryloyl chloride

→

product

収率 52.4%

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

収率 52.4%

溶媒

dichloromethane

HCl

反応条件

後処理

1. 1
   温度the mixture was warmed to ambient temperature
2. 2
   workup.STIRRINGThe mixture was stirred at ambient temperature for 0.5 h
3. 3
   抽出extracted twice with dichloromethane
4. 4
   乾燥The organic extracts were dried (MgSO4)
5. 5
   濃縮concentrated

実験手順

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.

出典