Reaktion #5870

Reaktionsgleichung

1-(2,2-dimethyltetralin-1-yl)-5-imidazolecarboxylic acid methyl ester

1,3-dibromo-5,5-dimethylhydantoin

→

1-(2,2-dimethyl-4-bromo-1,2-dihydronaphthalin-1-yl)-5-imidazolecarboxylic acid methyl ester

Ausbeute 51.9%

Lösungsmittel

carbon tetrachloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated
2. 2
   Temperaturto reflux for 1 hour, while the reaction vessel
3. 3
   Sonstigeis exposed to a 100W-irradiation lamp
4. 4
   Einengenconcentrated to dryness

Vorschrift

A solution of 8.5 g of 1-(2,2-dimethyltetralin-1-yl)-5-imidazolecarboxylic acid methyl ester in 100 ml of carbon tetrachloride is treated with 8.6 g of 1,3-dibromo-5,5-dimethylhydantoin and heated to reflux for 1 hour, while the reaction vessel is exposed to a 100W-irradiation lamp. The mixture is cooled to room temperature and concentrated to dryness. Chromatography of the residue at a silica gel column with methylene chloride affords 5.6 g of 1-(2,2-dimethyl-4-bromo-1,2-dihydronaphthalin-1-yl)-5-imidazolecarboxylic acid methyl ester in form of colourless crystals; mp. 101°-103° C.

Quelle