Reaktion #217017

Reaktionsgleichung

diethyl oxalate

acetylthiazole

→

2,4-diketo-4-(thiazol-2-yl)butyric acid ethyl ester

Ausbeute 72.2%

Lösungsmittel

sodium ethoxide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   Einengenconcentrated
3. 3
   workup.ADDITIONThe residue was treated with 100 ml of water and neutralized with 6N HCl
4. 4
   FiltrationFiltration

Vorschrift

To a sodium ethoxide solution (prepared from 150 ml of ethanol and 4.2 g of sodium) at 0° C., a mixture of diethyl oxalate (22.98 g) and acetylthiazole (20.07 g) was added dropwise. The resulting mixture was stirred at room temperature for 2 hours and concentrated. The residue was treated with 100 ml of water and neutralized with 6N HCl. Filtration afforded 25.8 g of 2,4-diketo-4-(thiazol-2-yl)butyric acid ethyl ester as brown solids. NMR: 1.46 (t, 3H), 4.49 (q, 2H), 7.27 (s, 1H), 7.65, 8.04 (2d, 2H, thiazolyl H's).

Quelle