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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2078065Generated: October 30, 2026

Methyl iodide → HCID 67099818, compound

https://huagongshe.com/reaction/2078065

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 11435291HCID 11435291—
SolventDimethylformamideHCID 6228—
ProductHCID 67099818HCID 6709981895.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

A mixture of 2-(4-chlorophenyl)butanenitrile (6.2 g, 35 mmol) in 50 mL DMF stirred at 0° C., was treated with NaH (0.99 g, 41 mmol). The mixture was stirred at 0° C. for 30 minutes, and was treated with MeI (7.3 g, 52 mmol). The mixture was stirred at 0° C. to room temperature for 2 hours, and was carefully quenched with H2O, and neutralized with 10% HCl to pH=5. The mixture was extracted with ether (3×50 mL). The combined organic layers were washed with brine (30 mL), dried over anhydrous Na2SO4, concentrated in vacuo, and purified by column chromatography eluting with 10% EtOAc/hexane to give 6.5 g of the product as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07928139B2
Source datasetuspto-grants-2011_04
ORD IDord-3c2441c650e84e78b06719527e3ccf25
Source noteuspto-grants-2011_04