Reaction #1265382

Reaction equation

Bromide

1-(4-Bromomethyl-thiazol-2-yl)-ethanone

acetic acid

potassium acetate

→

desired product 4a

Yield 70.0%

Acetic acid 2-acetyl-thiazol-4-ylmethyl ester

Yield 70.0%

Solvents

ethyl acetate

ethyl acetate

Conditions

Workup

1. 1
   Washwashed with water 3 times
2. 2
   DryingThe organic layer was dried (Na2SO4)
3. 3
   Concentrationconcentrated in vacuo
4. 4
   Otherto give a crude oil that

Procedure

Bromide 3a (4.95 g, 0.0224 mol) was heated with acetic acid (50 mL) and potassium acetate (2.64 g, 0.0269 mol) at 100° C. for 16 h. Diluted with ethyl acetate and washed with water 3 times. The organic layer was dried (Na2SO4) and concentrated in vacuo to give a crude oil that was subjected to flash chromatography (20% ethyl acetate/80% hexanes) to give 2.48 g (70%) of the desired product 4a. 1H NMR (CDCl3) δ 7.8 (s, 1H), 5.2 (s, 2H), 2.8 (s, 3H), 2.2 (s, 3H).

Source