반응 #44229

반응 방정식

4-chloro-1,5-dimethyl-6-oxo-2-trimethylsilanylethynyl-1,6-dihydropyridine-3-carboxylic acid ethyl ester

H2SO4

acetone

→

desired product

2-acetyl-4-chloro-1,5-dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid ethyl ester

용매

water

반응 조건

후처리

1. 1
   농축concentrated under reduced pressure
2. 2
   workup.ADDITIONThe residue is diluted with a mixture of THF and ethyl acetate
3. 3
   세척washed with water and brine
4. 4
   건조The organic layer is dried (MgSO4)
5. 5
   농축concentrated under reduced pressure

실험 절차

A mixture of 4-chloro-1,5-dimethyl-6-oxo-2-trimethylsilanylethynyl-1,6-dihydropyridine-3-carboxylic acid ethyl ester (1.00 equivalent), HgSO4 (1.00 equivalent) and H2SO4 (2.00 equivalents) in ˜6:1 acetone:water is refluxed for 3 hours. The reaction mixture is cooled to room temperature and concentrated under reduced pressure. The residue is diluted with a mixture of THF and ethyl acetate and washed with water and brine. The organic layer is dried (MgSO4) and concentrated under reduced pressure. The desired product is obtained by flash column chromatography as necessary.

출처