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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1275917Generated: October 29, 2026

Methyl iodide → HCID 22117266, compound

https://huagongshe.com/reaction/1275917

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantHCID 10036299HCID 10036299—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22117266HCID 22117266—

Reaction Steps

n-Butyllithium (52.8 ml of a 2.5M solution in hexanes) was added dropwise to a stirred solution of the product of step (i) (27.6 g) in tetrahydrofuran (100 ml)at -20° C. After 2 hours methyl iodide (85.3 g) was added and the mixture was stirred for 2 hours at this temperature then 0.5 hours at room temperature. The reaction mixture was partitioned between brine and ethyl acetate. The aqueous solution was extracted with ethyl acetate. The organic solution was dried (MgSO4) and evaporated under reduced pressure. Purification was by chromatography eluting with 5% ethyl acetate inisohexane. Used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06162808
Source datasetuspto-grants-2000_12
ORD IDord-010ea32c8a874abea4931b1b6381ba7d
Source noteuspto-grants-2000_12