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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1477394Generated: November 2, 2026

Methyl iodide → HCID 23023145, compound

https://huagongshe.com/reaction/1477394

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant4-Bromo-2-methylbenzonitrileHCID 144267—
ReactantLithium diisopropylamideHCID 2724682—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23023145HCID 23023145—

Reaction Steps

To a solution of 4-bromo-2-methylbenzonitrile (0.4 g, 2.0 mmol) in dry THF (10 mL) was slowly added LDA (1.3 mL, 1.8 M in THF) at 78° C. and stirred at this temperature for additional 30 min. Methyl iodide (0.15 mL, 2.4 mmol) was added) at 78° C. to the above dark purple solution and the mixture was warmed to room temperature over 3 h. The reaction was quenched with water, extracted with ether, which was then was washed with brine, dried and concentrated. 4-Bromo-2-ethylbenzonitrile (0.34 g) was purified by Combiflash.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403775B2
Source datasetuspto-grants-2016_08
ORD IDord-3bbdb0ef7502494bbd3f975ca6a9a75b
Source noteuspto-grants-2016_08