Réaction #62376

Équation de réaction

sulfamic acid

5-formylfuran-2-carboxylic acid benzyl ester

sodium chlorite

potassium dihydrogen phosphate

sodium thiosulfate

→

title compound

Rendement 99.2%

Furan-2,5-dicarboxylic acid monobenzyl ester

Rendement 99.2%

Solvants

water

acetonitrile

water

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONadded with a solution
2. 2
   workup.ADDITIONwas added dropwise
3. 3
   TempératureAfter cooling at this temperature for 30 minutes
4. 4
   Autrethe reaction
5. 5
   Extractionextracted with a mixture of tetrahydrofuran and ethyl acetate
6. 6
   LavageThe organic phase was washed with water and saturated brine
7. 7
   Séchagedried over anhydrous magnesium sulfate
8. 8
   workup.DISTILLATIONThe solvent was distilled off

Mode opératoire

490 mg of 5-formylfuran-2-carboxylic acid benzyl ester was dissolved in 10 mL of acetonitrile, and added with a solution containing 413 mg of sulfamic acid in 5 mL of water. After cooling to 0° C., a solution containing 202 mg of sodium chlorite and 232 mg of potassium dihydrogen phosphate in 5 mL of water was added dropwise. After cooling at this temperature for 30 minutes, sodium thiosulfate aqueous solution was added at 0° C. to stop the reaction, and extracted with a mixture of tetrahydrofuran and ethyl acetate. The organic phase was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was distilled off to afford 520 mg of the title compound as white crystals.

Source