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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2110616Generated: November 3, 2026

Hexane → HCID 44138554, compound

https://huagongshe.com/reaction/2110616

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantDiphosgeneHCID 10426—
Reactant(4R)-4-phenyl-1,3-oxazolidin-2-oneHCID 730425—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 44138554HCID 4413855465%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of (R)-(−)-4-phenyl-2-oxazolidinone in THF (200 mL) at 0° C. was slowly added a 2.5 M solution of butyllithium in hexane (19 mL, 0.03 mol). The mixture was stirred at 0° C. for 30 min and then cooled to −78° C. Trichloromethyl chloroformate (7.8 mL, 0.03 mol) was added quickly in one portion and the reaction solution was stirred at −78° C. for 30 min. The resulting mixture was allowed to warm to room temperature, and was subsequently concentrated in vacuo. The resulting residue was taken up in CH2Cl2 (200 mL) and filtered, and the filtrate was concentrated in vacuo to afford the title compound as an off-white solid (4.5 g, 65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07517876B2
Source datasetuspto-grants-2009_04
ORD IDord-8828a17973d14b8fa91a82d0355454ac
Source noteuspto-grants-2009_04