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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 34099Generated: October 26, 2026

Ethyl chloroformate → 5-Carbamoylfuran-2-carboxylic Acid Benzyl Ester

https://huagongshe.com/reaction/34099

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl chloroformateHCID 10928—
ReactantAmmonium ChlorideHCID 25517—
ReactantAzane;hydrateHCID 12896473—
ReactantFuran-2,5-dicarboxylic Acid Monobenzyl EsterHCID 16091220—
SolventTetrahydrofuranHCID 8028—
SolventTriethylamineHCID 8471—
Product5-Carbamoylfuran-2-carboxylic Acid Benzyl EsterHCID 60034784—

Reaction Conditions

Temperature0 °C

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07429609B2
Source datasetuspto-grants-2008_09
ORD IDord-06e895fce5144a5ca92846444e67f562
Source noteuspto-grants-2008_09