Reaktion #329437

Reaktionsgleichung

4-methyl-1H-imidazole

sodium ethylate solution

ethyl bromoacetate

→

(4-Methyl-1H-imidazol-1-yl)acetic acid ethyl ester

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONare added
2. 2
   Sonstigethe solid which has precipitated out
3. 3
   Filtrationis filtered off
4. 4
   Waschenthe residue on the filter is washed with ethanol
5. 5
   Einengenthe filtrate is concentrated in vacuo
6. 6
   SonstigeThe residue is purified by column chromatography over silica gel (mobile phase: acetonitrile/water 9:1)
7. 7
   SonstigeThe product is obtained as a 3:2 mixture of the two regioisomers
8. 8
   Sonstigeis further reacted as such

Vorschrift

4.4 g (53.6 mmol) 4-methyl-1H-imidazole are initially introduced into 20.0 ml (17.4 g, 53.6 mmol) 21% strength sodium ethylate solution in ethanol and 6.5 ml (9.8 g, 58.9 mmol) ethyl bromoacetate are added. The reaction mixture is stirred at RT for 16 h. For working up, the solid which has precipitated out is filtered off, the residue on the filter is washed with ethanol and the filtrate is concentrated in vacuo. The residue is purified by column chromatography over silica gel (mobile phase: acetonitrile/water 9:1). The product is obtained as a 3:2 mixture of the two regioisomers and is further reacted as such.

Quelle