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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1760354Generated: November 3, 2026

Hydrochloric Acid → HCID 12082058, compound

https://huagongshe.com/reaction/1760354

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTetrahydrofuranHCID 8028—
Reactant(S)-TETRAHYDROFURAN-2-CARBONITRILEHCID 7204860—
ReactantButyllithiumHCID 178418339—
SolventWaterHCID 962—
SolventHexaneHCID 8058—
ProductHCID 12082058HCID 12082058—

Reaction Steps

A 1 L reactor at a temperature of 0° C. was added with 0.4 L of 1.6 M n-butyllithium in n-hexane, to which 13.5 g of (R)-2-tetrahydrofuran nitrile as previously obtained, in 0.07 L of tetrahydrofuran was slowly added dropwise. As such, the reaction was carried out for 1 hour with stirring, while the temperature within the reactor was controlled below 15° C. Next, the resulting solution was added dropwise to 65 g of concentrated hydrochloric acid in 0.4 L of water, while the temperature of the reaction was controlled below 25° C. Thereafter, the extraction was conducted by use of ethylacetate, followed by removing the solvent therein under reduced pressure, and the remainder was vacuum distilled off to produce 19.6 g of (R)-1-(2-tetrahydrofuranyl)-1-pentanone having an optical purity of 98.5% ee.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06841688B2
Source datasetuspto-grants-2005_01
ORD IDord-80b99ff642254f31a5c535c8dde0bc85
Source noteuspto-grants-2005_01