Reaktion #964545

Reaktionsgleichung

1-(1,3-thiazol-2-yl)ethanone

p-TsOH

methanol

→

2-(1,1-dimethoxyethyl)-1,3-thiazole

Ausbeute 75.6%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed for 18 h
2. 2
   EinengenAfter concentration
3. 3
   Sonstigethe residue was partitioned between sat. NaHCO3 and ether
4. 4
   WaschenThe organic layers were washed with brine
5. 5
   Trocknendried over Na2SO4
6. 6
   Einengenconcentrated

Vorschrift

A mixture of 1-(1,3-thiazol-2-yl)ethanone (35 g, 0.28 mol), anhydrous p-TsOH (50 g, 0.29 mol) and trimethyl ortheformate (175 ml) in methanol (500 ml) was refluxed for 18 h. After concentration, the residue was partitioned between sat. NaHCO3 and ether. The organic layers were washed with brine, dried over Na2SO4 and concentrated to give 36 g (75.6%) of 2-(1,1-dimethoxyethyl)-1,3-thiazole as an oil.

Quelle