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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2039426Generated: October 31, 2026

Formic Acid → HCID 54180109, compound

https://huagongshe.com/reaction/2039426

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant4,4-DimethylaminopyridineHCID 86589049—
ReactantPoly[oxy[(1S)-1-methyl-2-oxo-1,2-ethanediyl]], α-hydro-ω-(2-propyn-1-yloxy)-HCID 86651912—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 54180109HCID 5418010985.3%

Reaction Steps

19.96 g (156 mmol) of the obtained 2-propynyl 2-hydroxypropionate, 7.17 g (156 mmol) of formic acid, and 15.23 g (125 mmol) of 4,4-dimethylaminopyridine (nucleating agent) were dissolved in 100 g of 1,2-dichloroethane (solvent), and a mixed solution of 35.35 g (171 mmol) of N,N′-dicyclohexylcarbodiimide (dehydrating agent) and 50 g of 1,2-dichloroethane was added thereto at 10° C., taking 30 minutes. These were reacted at room temperature for 4 hours, and the absence of the starting materials was confirmed through gas chromatography. Subsequently, the reaction liquid was filtered to remove N,N′-dicyclohexylurea, and the filtrate was concentrated. The concentrate was purified through silica gel column chromatography, and from the fraction taken with hexane/ethyl acetate=4/1, 20.78 g (yield 85%) of 2-propynyl 2-(formyloxy)propionate was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08580429B2
Source datasetuspto-grants-2013_11
ORD IDord-562381b6848f4ce7b99db1c8b213ae7b
Source noteuspto-grants-2013_11