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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2078135Generated: November 3, 2026

Methyl iodide → HCID 67099866, compound

https://huagongshe.com/reaction/2078135

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 58951694HCID 58951694—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 67099866HCID 67099866110%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 2-(3-chlorophenyl)butanenitrile (4.69 g, 26 mmol) and MeI (2.0 mL, 31 mmol) in DMSO (15 mL) was added dropwise to a stirred solution of NaH (60% dispersion in mineral oil (1.3 g, 31 mmol)) in DMSO (35 mL) at 0° C. under a nitrogen atmosphere. The reaction mixture was stirred for 30 minutes at 0° C. and then brought to room temperature and stirred for 15 hours. The reaction mixture was quenched with water carefully and then diluted with EtOAc. The organic layer was separated, washed with water (2×) and brine, dried (MgSO4), and concentrated in vacuo to give the desired compound as a light yellow oil (5.54 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07928139B2
Source datasetuspto-grants-2011_04
ORD IDord-9740901d3c1e423f925d6e05cff673ea
Source noteuspto-grants-2011_04