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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1247699Generated: October 31, 2026

Methyl iodide → HCID 274359, compound

https://huagongshe.com/reaction/1247699

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantHexaneHCID 8058—
Reactant1,1-Dibromo-2,2-diphenylcyclopropaneHCID 291204—
ReactantButyllithiumHCID 178418339—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 274359HCID 27435989%

Reaction Conditions

Temperature-70 °C

Reaction Steps

Under a nitrogen atmosphere, 1,1-dibromo-2,2-diphenylcyclopropane(10.6 g, 30.0 mmol) obtained in Example 1-(1) and THF (tetrahydrofuran, 120 ml) were placed in a reaction flask and cooled to −70° C. To the mixture, n-butyllithium in hexane (20 ml, 1.57M, 31.4 mmol) was added gradually, and the mixture was stirred at the same temperature for 30 minutes. Methyl iodide (2.1 ml, 33 mmol) was added to the reaction mixture and the resulting mixture was stirred for 30 minutes and then warmed to room temperature. Then, water was added to the reaction mixture and the organic layer was extracted with toluene. The toluene extract was dried over anhydrous magnesium sulfate and then the solvent was removed under reduced pressure. The residue was recrystallized from methanol to give the title compound (7.28 g, 89%) as white crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07129367B2
Source datasetuspto-grants-2006_10
ORD IDord-925d27d2d84d48f3850e1408e563b9ed
Source noteuspto-grants-2006_10