Reaktion #82203

Reaktionsgleichung

thioformamide

ethyl 2-chloro-2-formylacetate

→

desired compound

Ausbeute 60.0%

Ethyl Thiazole-5-carboxylate

Ausbeute 60.0%

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction was heated
2. 2
   Temperaturat reflux for 2 hours
3. 3
   SonstigeThe solvent was removed in vacuo
4. 4
   Sonstigethe residue was purified by chromatography (SiO2, 6 cm o.d

Vorschrift

To a round bottom flask was added 250 mL of dry acetone, 7.5 g (0.123 mol) of thioformamide, and 18.54 g (0.123 mol) of ethyl 2-chloro-2-formylacetate. The reaction was heated at reflux for 2 hours. The solvent was removed in vacuo, and the residue was purified by chromatography (SiO2, 6 cm o.d. column, 100% CHCl3, Rf =0.25) to provide 11.6 g (60%) of the desired compound as a light yellow oil. NMR (CDCl3) δ 1.39 (t, J=7 Hz, 3 H), 4.38 (q, J=7 Hz, 2 H), 8.50 (s, 1 H), 8.95 (s, 1 H).

Quelle