Reaktion #676458

Reaktionsgleichung

sodium fluoroborate

1-methyl-3-(1-methylpropyl)tetrazolium-5-thiolate

sulfuric acid

sodium hydroxide

sodium bicarbonate

sodium bicarbonate

→

1-methyl-3-(1-methylpropyl)-5-(1-methylpropylthio)tetrazolium tetrafluoroborate

Ausbeute 150.0%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   ExtraktionExtraction with methylene chloride
2. 2
   Waschenwashing with an aqueous sodium carbonate solution
3. 3
   Trocknendrying over anhydrous sodium sulfate, and distillation of the solvent
4. 4
   Sonstigeyielded a yellow liquid
5. 5
   Extraktionfollowed by extraction with methylene chloride
6. 6
   Trocknendrying over anhydrous sodium sulfate, and removal of the solvent by distillation

Vorschrift

1-methyl-3-(1-methylpropyl)tetrazolium-5-thiolate (173.7 mg, 1.0 mmol) was introduced into a recovery flask; concentrated sulfuric acid (1.7 mL) and C2H5(CH3)CHOH (s-BuOH, 92.0 μL, 1.0 mmol) were added to this; and stirring was performed for 13 hours. Then, while on an ice bath, an aqueous sodium hydroxide solution (30.0 mmol, 10 mL) and aqueous sodium bicarbonate (30.0 mmol, 10.0 mL) were added dropwise using a dropping funnel. More aqueous sodium bicarbonate was added to bring to neutrality (pH=6-7). Extraction with methylene chloride, washing with an aqueous sodium carbonate solution, drying over anhydrous sodium sulfate, and distillation of the solvent yielded a yellow liquid. On the other hand, sodium fluoroborate (165.0 mg, 1.5 mmol) was added to the water layer followed by extraction with methylene chloride, drying over anhydrous sodium sulfate, and removal of the solvent by distillation to obtain 1-methyl-3-(1-methylpropyl)-5-(1-methylpropylthio)tetrazolium tetrafluoroborate (yield=237.1 mg, 75%).

Quelle