Reaction #1265389

Reaction equation

5-Chloro-2-(1,1-dimethoxy-ethyl)-thiazole

trifluoroacetic acid

water

→

sub-titled compound

1-(5-Chloro-thiazol-2-yl)-ethanone

Solvents

dichloromethane

Conditions

Workup

1. 1
   Concentrationconcentrated to an oil
2. 2
   workup.ADDITIONdiluted with diethyl ether
3. 3
   Washwashed with 10% sodium bicarbonate, water and brine
4. 4
   Dryingdried (magnesium sulfate)
5. 5
   Filtrationfiltered
6. 6
   Concentrationconcentrated

Procedure

To a solution of 5-Chloro-2-(1,1-dimethoxy-ethyl)-thiazole (3.5 g) in dichloromethane (20 ml) was added trifluoroacetic acid (30 ml) and water (1 ml). The resulting mixture was stirred overnight at ambient, concentrated to an oil, diluted with diethyl ether, washed with 10% sodium bicarbonate, water and brine, dried (magnesium sulfate), filtered and concentrated to afford the sub-titled compound as a yellow solid in quantitative yield (2.6 g); 1H NMR (400 Mhz, CDCl3) δ 2.7 (3H, s), 7.8 (1H, s).

Source