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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 852844Generated: October 30, 2026

Triethylamine → HCID 58930724, compound

https://huagongshe.com/reaction/852844

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
Reactant4-HydroxycoumarinHCID 54682930—
ReactantHCID 58930721HCID 58930721—
SolventFormic AcidHCID 284—
ProductHCID 58930724HCID 58930724—

Reaction Conditions

Temperature140 °C

Reaction Steps

4-Hydroxycoumarin (1.367 g, 8.44 mmol) and (S)-4-formyl-benzoic acid 2,2,3,3,3-pentafluoro-1-methyl-propyl ester (2.505 g, 8.46 mmol) were dissolved in formic acid (3.0 mL) and Et3N (3.6 mL) at 0° C. After stirring at 140° C. for 4 h, the yellow solution was cooled to rt, EtOAc was added, and the organic layer was washed successively with 1 N HCl and brine. After drying over Na2SO4 and concentrating, the pale yellow solid was purified twice by silica gel chromatography (DCM:MeOH 100:6 and DCM:MeOH 100:5) to yield the title compound in 92.5% ee as determined by chiral HPLC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07253208B2
Source datasetuspto-grants-2007_08
ORD IDord-f3ff449c759545cdb52ac2aeaed0c973
Source noteuspto-grants-2007_08