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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1872018Generated: October 29, 2026

Methyl iodide → HCID 18689768, compound

https://huagongshe.com/reaction/1872018

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant2-(4-Ethylphenyl)-4,4-dimethyl-2-oxazolineHCID 12872559—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 18689768HCID 18689768—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of the product from step (i) (43 g) in tetrahydrofuran (600 ml) at -10° C. was added n-butyllithium (2.5M solution in hexanes, 94 ml). The mixture was stirred for 2.5 hours at 0° C. then cooled to -30° C. and treated with methyl iodide (62 ml). The mixture was warmed to room temperature and partitioned between ethyl acetate and water. The organic phase was dried and evaporated and the residue purified by chromatography eluting with 5% ethyl acetate in isohexane. Yield 28.4 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06107297
Source datasetuspto-grants-2000_08
ORD IDord-8e7d705a78104aecabb73958d57bb8c8
Source noteuspto-grants-2000_08