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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206678Generated: November 2, 2026

Methyl iodide → HCID 86714020, compound

https://huagongshe.com/reaction/2206678

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantHCID 86714019HCID 86714019—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86714020HCID 86714020—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of the intermediate 17 (0.95 g, 1.13 mmol) in anhydrous THF (12.0 mL) were added dropwise n-BuLi (2.5 M in hexane, 0.72 mL, 1.81 mmol) at −78° C. under nitrogen atmosphere, and the mixture was stirred for 0.5 h at the same temperature. Then a solution of iodomethane (0.13 mL, 2.03 mmol) in THF (1.0 mL) was added dropwise, and the mixture was slowly warmed up to 0° C. for 3 h. The reaction mixture was quenched with 1 M HCl solution (30 mL) and extracted with EtOAc (50 mL). The organic layer was washed with brine, dried over anhydrous MgSO4, filtered and concentrated in vacuo to provide the crude intermediate 20, which was used without further purification (0.88 g, 1.13 mmol, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371303B2
Source datasetuspto-grants-2016_06
ORD IDord-06dfcc0ffcfd481cae8c59dfaffdc1c6
Source noteuspto-grants-2016_06