Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2406857Generated: November 1, 2026

Methyl iodide → HCID 86661510, compound

https://huagongshe.com/reaction/2406857

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantHCID 57386253HCID 57386253—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86661510HCID 8666151077.3%

Reaction Conditions

Temperature-78 °C

Reaction Steps

Compound (4a) (481.6 mg, 2.146 mmol) was dissolved in THF (21.5 mL) and cooled to −78° C. before treated with 1.6 M n-BuLi (2.7 mL, 4.32 mmol) dropwise. The resulting solution was stirred 15 minutes at the same temperature and then methyl iodide (0.67 mL, 1.528 g, 10.765 mmol) was added. During the night the mixture was slowly warmed to room temperature. After 13 hours the reaction was quenched with water. The solution was extracted with ether (3×), the combined extracts were washed with brine, dried (Na2SO4) and concentrated in vacuo. Purification by chromatography (pentane/ether 200/1) provided 395.5 mg of compound (5a) as clear colourless oil with 77% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809395B2
Source datasetuspto-grants-2014_08
ORD IDord-6b1f3d19f3eb4625bf3592a40b7ff7bc
Source noteuspto-grants-2014_08