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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 925058Generated: November 1, 2026

Methyl iodide → HCID 67329604, compound

https://huagongshe.com/reaction/925058

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantHCID 67298216HCID 67298216—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
ProductHCID 67329604HCID 6732960481.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

N′-(2-isopropylphenyl)-N-(diisopropylphosphino)-4-methylbenzamidine (1.40 g, 3.0 mmol) was dissolved in 25 mL of diethylether and cooled to 0° C. Butyllithium (1.50 mL of 2.0 M solution in pentane, 3.0 mmol) was added dropwise, producing a cloudy yellow suspension. The slurry was warmed to room temperature and stirred for 2 hours. Methyliodide (1.5 mL of 2.0 M solution in THF) was added dropwise at room temperature and stirred continued for 1 hour. The solution became clear yellow. The solvent was removed under vacuum and replaced with 20 mL of diethylether. A small amount of solid (presumably LiI) was removed by filtration and the filtrate was taken to dryness, yielding 0.94 g (65%) of sticky yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09283555B2
Source datasetuspto-grants-2016_03
ORD IDord-efe619c8b86d4c8ea60cf11655c490ae
Source noteuspto-grants-2016_03