Reaktion #5872

Reaktionsgleichung

1-(2,2-dimethyl-3-oxo-indan-1-yl)-5-imidazolecarboxylic acid methyl ester

sulfur tetrafluoride

hydrogen fluoride

→

1-(2,2-dimethyl-3,3-difluoro-indan-1-yl)-5-imidazolecarboxylic acid methyl ester

Ausbeute 68.4%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturis heated for 24 hours to +50° C. in an acid-resistant autoclave
2. 2
   SonstigeThe unreacted hydrogen fluoride is removed
3. 3
   Waschenwashed with water
4. 4
   Trocknendried with sodium sulfate
5. 5
   Einengenconcentrated to dryness

Vorschrift

A mixture of 11.4 g of 1-(2,2-dimethyl-3-oxo-indan-1-yl)-5-imidazolecarboxylic acid methyl ester, 43 g of sulfur tetrafluoride and 160 g of hydrogen fluoride is heated for 24 hours to +50° C. in an acid-resistant autoclave. The pressure is about 7 bars. The unreacted hydrogen fluoride is removed and the residue is taken up with methylene chloride. The organic phase is neutralized with sodium bicarbonate, washed with water, dried with sodium sulfate and concentrated to dryness. Chromatography of the residue at a silica gel column with a diethyl ether/hexane mixture (3:1 by volume) affords 8.4 g of 1-(2,2-dimethyl-3,3-difluoro-indan-1-yl)-5-imidazolecarboxylic acid methyl ester, mp. 96°-97° C.

Quelle