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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1667646Generated: October 30, 2026

Methyl iodide → HCID 58008044, compound

https://huagongshe.com/reaction/1667646

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant18-Crown-6HCID 28557—
ReactantHCID 58007715HCID 58007715—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductHCID 58008044HCID 5800804499.4%

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of methyl N-{4-[4-(tert-butyl)benzyloxy]-4′-(trifluoromethoxy)biphenyl-3-yl}oxamate (compound of Example 6 (4); 3.0 g, 5.982 mmol), methyl iodide (9.387 g, 66.180 mmol), potassium carbonate (2.480 g, 17.946 mmol), 18-crown-6 (158 mg, 0.598 mmol) and acetonitrile (50 ml) was stirred at 85° C. for 3 hours. The reaction mixture was cooled to room temperature, diluted with water, and extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The residue obtained by evaporation of the solvent under reduced pressure was purified by column chromatography on silica gel (n-hexane:ethyl acetate=5:1) to give the title compound (3.066 g, 99.4%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044236B2
Source datasetuspto-grants-2011_10
ORD IDord-4bf372f8a12a4f0f9c51185ebbef9bc1
Source noteuspto-grants-2011_10