Reaktion #838149

Reaktionsgleichung

1-[2-(4-allyloxy-phenylmethanesulfinyl)-ethyl]-1H-[1,2,3]triazole

1,3-dimethylbarbituric acid

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title compound

Ausbeute 97.5%

4-(2-[1,2,3]Triazol-1-yl-ethanesulfinylmethyl)-phenol

Ausbeute 97.5%

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   ExtraktionThe mixture was extracted with 3×50 ml sat. NaHCO3-solution and 20 ml water
2. 2
   Einengenconcentrated to a volume of 50 ml
3. 3
   ExtraktionAfter five extractions with ethyl acetate
4. 4
   Trocknendried over MgSO4
5. 5
   SonstigeAfter evaporation the residue
6. 6
   Sonstigewas purified by chromatography on silica gel (dichloromethane/methanol 100:2)

Vorschrift

A solution of 1.00 g (3.43 mmol) 1-[2-(4-allyloxy-phenylmethanesulfinyl)-ethyl]-1H-[1,2,3]triazole in 60 ml dichloromethane was added to a solution of 1.61 g (10.3 mmol) 1,3-dimethylbarbituric acid and 102 mg (0.09 mmol) Pd(PPh3)4 in 30 ml dichloromethane and stirred for 5 h at 50° C. The mixture was extracted with 3×50 ml sat. NaHCO3-solution and 20 ml water. The organic phase was discarded and the aqueous phase acidified with 2M HCl to pH=4, concentrated to a volume of 50 ml and adjusted to pH=1. After five extractions with ethyl acetate, the organic extracts were combined and dried over MgSO4. After evaporation the residue was purified by chromatography on silica gel (dichloromethane/methanol 100:2) to yield 0.84 g (97%) of the title compound.

Quelle