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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 446847Generated: October 30, 2026

Formic Acid → HCID 58392751, compound

https://huagongshe.com/reaction/446847

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
Reactant5-MethylfurfuralHCID 12097—
ReactantHCID 67352727HCID 67352727—
SolventAcetonitrileHCID 6342—
ProductHCID 58392751HCID 5839275168.2%

Reaction Conditions

Temperature140 °C

Reaction Steps

In a closed vessel, a mixture of compound 177 (306 mg, 0.692 mmol), 5-methylfurfural (344 μl, 3.46 mmol), TEA (97 μl, 0.692 mmol) and formic acid (266 μl, 6.92 mmol) in acetonitrile (15 ml) is heated under microwave irradiation for 15 minutes at 140° C. LC-MS shows that the reaction is complete. The solution is partitioned between AcOEt and a saturated solution of NaHCO3, the aqueous phase is extracted with AcOEt and the combined organic layers are washed with brine, dried over Na2SO4 and filtered. The solvent is evaporated to give a oil which is purified by silica gel chromatography (eluent AcOEt/petroleum ether 1/1). Trituration with petroleum ether affords the title compound (236 mg, 0.472 mmol, 68.2% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481517B2
Source datasetuspto-grants-2013_07
ORD IDord-befcc7f4df174944b526489de15e6e53
Source noteuspto-grants-2013_07