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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469140Generated: November 1, 2026

Water → HCID 86682561, compound

https://huagongshe.com/reaction/1469140

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyridineHCID 1049—
ReactantTriphosgeneHCID 94429—
ReactantEthyl 5-hydroxypentanoateHCID 12917181—
SolventDichloromethaneHCID 6344—
ProductHCID 86682561HCID 86682561179.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

Ethyl 5-hydroxypentanoate (1.12 g, 7.66 mmol) was dissolved in 25 mL of methylene chloride, triphosgene (772 mg, 0.34 equivalent), and pyridine (0.743 mL, 1.2 equivalent) were sequentially added while stirred at 0° C., and the mixture was stirred at room temperature for 1 hour. After completion of the reaction, water was added, and extraction operation (methylene chloride) was performed. The separated organic layer was washed using an aqueous saturated sodium chloride solution, and dried with magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain the crude product. This was purified by column chromatography (ethyl acetate:n-hexane=1:10) to obtain the title compound (972 mg) having the following physical property values.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006246B2
Source datasetuspto-grants-2015_04
ORD IDord-a38eb0cbc66f43bf8ca5aabdc4c4077d
Source noteuspto-grants-2015_04