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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1046779Generated: October 26, 2026

Formic Acid → 4,7-Dihydroxy-3-(3-nitrobenzyl)-2-oxo-2H-1-benzopyran

https://huagongshe.com/reaction/1046779

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
ReactantHydrochloric AcidHCID 313—
Reactant3-NitrobenzaldehydeHCID 7449—
ReactantTriethylamineHCID 8471—
Reactant4,7-DihydroxycoumarinHCID 54679630—
SolventEthyl AcetateHCID 8857—
Product4,7-Dihydroxy-3-(3-nitrobenzyl)-2-oxo-2H-1-benzopyranHCID 5913942434.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

4,7-Dihydroxy-2-oxo-2H-1-benzopyran (500 mg, 2.81 mmol) and 3-nitrobenzaldehyde (424 mg, 2.81 mmol) were added to a mixture of triethylamine (1.57 mL, 11.23 mmol) and formic acid (1.07 mL, 28.07 mmol), and the obtained mixture was stirred at 100° C. for 2 hours. A 5N hydrochloric acid aqueous solution was added to the reaction mixture, and extraction was performed with ethyl acetate. The organic extract was washed with saturated saline and dried over magnesium sulfate, and then concentrated under reduced pressure to yield the title compound (300 mg, 34%) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569378B2
Source datasetuspto-grants-2013_10
ORD IDord-2c4c20da90854020a663be56d57293ef
Source noteuspto-grants-2013_10