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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1879237Generated: October 30, 2026

Methyl iodide → HCID 66916764, compound

https://huagongshe.com/reaction/1879237

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantHCID 775228HCID 775228—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
SolventHexaneHCID 8058—
ProductHCID 66916764HCID 66916764—

Reaction Steps

5.15 g of N-(3-Anisyl)-N-phenyl-amine were dissolved in 25.0 ml of anhydrous diethylether. 11.0 g of a 2.50 M solution of n-butyl lithium in n-hexane was added with stirring. After completion of the addition the reaction mixture was heated to reflux for 30 min 3.90 g of iodomethane are added and the reaction mixture was heated to reflux for additional 4 hours. After extraction with 2.00 N sodium hydroxide solution (three times) the organic layer was dried with anhydrous sodium sulfate. After filtration the solvent was removed in vacuo and the crude product purified by fractionated distillation in vacuo. At a temperature of 70-90° C./0.01 mbar 2.40 g (45.0%) of APMA was collected as yellow liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08314162B2
Source datasetuspto-grants-2012_11
ORD IDord-6b344a7c74064aa4b98dadaf9913363a
Source noteuspto-grants-2012_11