Reaktion #1826642

Reaktionsgleichung

ethyl 2-methyl-4-thiazolecarboxylate

N-bromosuccinimide

→

ethyl 2-bromomethyl-4-thiazolecarboxylate

Ausbeute 31.1%

Lösungsmittel

CCl4

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction was heated
2. 2
   Temperaturto reflux
3. 3
   Sonstigewhile irradiating with a strong lamp for 21/2 hours
4. 4
   Filtrationfiltered
5. 5
   Sonstigeevaporated
6. 6
   SonstigeThe residue was purified by chromatography (eluant: CH2Cl2)

Vorschrift

A solution of ethyl 2-methyl-4-thiazolecarboxylate [JCS 1946, 87, E. R. H. Jones, F. A. Robinson, M. N. Strachan] (5.0 g, 29.2 mmol) in CCl4 (30 ml) was treated with N-bromosuccinimide (5.2 g, 29.2 mmol) and benzoylperoxide (0.03 g). The reaction was heated to reflux while irradiating with a strong lamp for 21/2 hours. The reaction mixture was allowed to cool to ambient temperature, filtered and evaporated. The residue was purified by chromatography (eluant: CH2Cl2) to obtain ethyl 2-bromomethyl-4-thiazolecarboxylate (2.27 g, 31%).

Quelle