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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1872002Generated: October 28, 2026

Methyl iodide → HCID 22117266, compound

https://huagongshe.com/reaction/1872002

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantHCID 10036299HCID 10036299—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 22117266HCID 22117266—

Reaction Steps

n-Butyllithium (52.8 ml of a 2.5M solution in hexane) 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 in isohexane. Used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06107297
Source datasetuspto-grants-2000_08
ORD IDord-a14fb1d7ff9548b29368b3ce7198a46a
Source noteuspto-grants-2000_08