Reaktion #1996174

Reaktionsgleichung

Ethyl iodide

6-chloro-3-iodo-7-methoxy-2-methylquinolin-4(1H)-one

potassium carbonate

→

6-chloro-4-ethoxy-3-iodo-7-methoxy-2-methylquinoline

Ausbeute 99.0%

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe reaction mixture was stirred 8 hours at 50° C
2. 2
   SonstigeThe solvent was removed in vacuo
3. 3
   ExtraktionThe organic layer was extracted with brine
4. 4
   Trocknendried over magnesium sulfate
5. 5
   Einengenconcentrated in vacuo

Vorschrift

To a stirred solution of 6-chloro-3-iodo-7-methoxy-2-methylquinolin-4(1H)-one (2.00 g, 5.72 mmol) in dimethylformamide (57 ml) was added potassium carbonate (1.58 g, 11.4 mmol) at room temperature. The resulting suspension was stirred 0.5 hours at 50° C. Ethyl iodide was added dropwise at room temperature, and the reaction mixture was stirred 8 hours at 50° C. The solvent was removed in vacuo and the resulting residue was resuspended in ethyl acetate and water. The organic layer was extracted with brine, dried over magnesium sulfate and concentrated in vacuo to give 2.12 g (99% yield) of 6-chloro-4-ethoxy-3-iodo-7-methoxy-2-methylquinoline as a light brown solid. 1H NMR (400 MHz, CDCl3) δ 7.99 (s, 1H), 7.40 (s, 1H), 4.19 (q, J=7.1 Hz, 2H), 4.02 (s, 3H), 2.92 (s, 3H), 1.61 (t, J=7.1 Hz, 3H).

Quelle