Réaction #62377

Équation de réaction

ammonium chloride

ethyl chloroformate

furan-2,5-dicarboxylic acid monobenzyl ester

ammonia water

→

title compound

5-Carbamoylfuran-2-carboxylic acid benzyl ester

Solvants

triethylamine

tetrahydrofuran

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGstirred at room temperature for 10 minutes
2. 2
   Autrethe reaction
3. 3
   ExtractionAfter extracting the aqueous phase with ethyl acetate
4. 4
   Lavagethe organic phase was washed with water and saturated brine
5. 5
   Séchagedried over anhydrous magnesium sulfate
6. 6
   AutreThe solvent was evaporated

Mode opératoire

170 mg of furan-2,5-dicarboxylic acid monobenzyl ester was dissolved in 5 mL of tetrahydrofuran, and added with 144 μl of triethylamine. After cooling to 0° C., 72.3 μl of ethyl chloroformate was added dropwise and stirred at this temperature for 30 minutes. 1 mL of concentrated ammonia water was added and stirred at room temperature for 10 minutes, and then aqueous ammonium chloride was added to stop the reaction. After extracting the aqueous phase with ethyl acetate, the organic phase was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated, to afford 185 mg of the title compound as white crystals.

Source