반응 #4015

반응 방정식

ethyl 2-chloroacetoacetate

ethacrolein

ammonium acetate

→

title product

수율 43.2%

ethyl 5-ethyl-2-methylnicotinate

수율 43.2%

용매

acetonitrile

acetonitrile

반응 조건

후처리

1. 1
   온도The reaction mixture is heated
2. 2
   온도at reflux for 16 hours
3. 3
   온도cooled
4. 4
   기타partitioned between water and ethyl acetate
5. 5
   농축The organic phase is concentrated in vacuo
6. 6
   기타chromatographed on silica gel using 9:1 hexane-ethylacetate

실험 절차

A mixture of ethacrolein (12.8 g 0.152 mole) and ammonium acetate (24.4 g 0.304 mole) in 50 cc acetonitrile is stirred at room temperature and a solution of ethyl 2-chloroacetoacetate (25 g 0.152 mole) in 30 cc acetonitrile is added dropwise over 15 minutes. The reaction mixture is heated at reflux for 16 hours, cooled, and partitioned between water and ethyl acetate. The organic phase is concentrated in vacuo and chromatographed on silica gel using 9:1 hexane-ethylacetate to afford 12.7 g of the title product.

출처