Reaktion #1671991

Reaktionsgleichung

ethyl 3-difluoromethoxy-2,4,5-trifluorobenzoate

sodium azide

ethyl acetate

hydrochloric acid

→

ethyl 4-azido-2,5-difluoro-3-difluorome-thoxybenzoate

Lösungsmittel

dimethyl sulfoxide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeafter which the organic layer formed
2. 2
   Sonstigewas separated
3. 3
   Waschenwashed successively with water
4. 4
   Trocknena saturated saline solution, and thereafter dried over anhydrous magnesium sulfate
5. 5
   SonstigeThe solvent was then removed by distillation under reduced pressure
6. 6
   SonstigeThe residue obtained
7. 7
   Sonstigewas purified by a column chromatography (eluent: n-hexane:ethyl acetate=10:1)

Vorschrift

In 66 ml of dimethyl sulfoxide was dissolved 13.2 g of ethyl 3-difluoromethoxy-2,4,5-trifluorobenzoate, and to this solution was added 7.3 g of sodium azide, after which the resulting mixture was stirred at room temperature for five hours. The reaction mixture was added to a mixed solvent of 150 ml of ethyl acetate and 150 ml of ice water and the pH was adjusted to 2 with 6N hydrochloric acid, after which the organic layer formed was separated, then washed successively with water and a saturated saline solution, and thereafter dried over anhydrous magnesium sulfate. The solvent was then removed by distillation under reduced pressure. The residue obtained was purified by a column chromatography (eluent: n-hexane:ethyl acetate=10:1), to obtain 13.9 g of colorless, oily ethyl 4-azido-2,5-difluoro-3-difluorome-thoxybenzoate.

Quelle