Reaktion #352377

Reaktionsgleichung

diethyl 1-benzyl-2-bromomethylimidazole-4,5-dicarboxylate

diethyl 1-benzyl-2-bromo-methylimidazole-4,5-dicarboxylate

sodium isopropoxide

isopropanol

isopropanol

( iii )

ethyl 4-(1-hydroxy-1-methylethyl)-2-ethoxymethylimidazole-5-carboxylate

→

title compound

Diisopropyl 1-benzyl-2-isopropoxymethylimidazole-4,5-dicarboxylate

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe resulting mixture was heated
2. 2
   Temperaturunder reflux for 5 hours
3. 3
   workup.ADDITIONThe reaction solution was then treated
4. 4
   SonstigeThe residue was purified by column chromatography through silica gel
5. 5
   workup.ADDITIONby volume mixture of hexane and ethyl acetate as the eluent

Vorschrift

A solution of 5.19 g of diethyl 1-benzyl-2-bromomethylimidazole-4,5-dicarboxylate [prepared as described in Preparation 42(ii)] in 20 ml of isopropanol and 25 ml of tetrahydrofuran was added dropwise to a solution of sodium isopropoxide in isopropanol (prepared from 0.77 g of sodium and 100 ml of isopropanol), and then, the resulting mixture was heated under reflux for 5 hours. The reaction solution was then treated following a procedure similar to that described in Preparation 42 (iii). The residue was purified by column chromatography through silica gel, using a 3:2 by volume mixture of hexane and ethyl acetate as the eluent, to give 1.47 g of the title compound as a syrup.

Quelle