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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 618232Generated: October 26, 2026

Diethyl Ether → (2-Methyl-3-nitrophenyl)acetonitrile

https://huagongshe.com/reaction/618232

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium IodideHCID 5238—
ReactantSodium CyanideHCID 8929—
Reactantalpha-Chloro-2-methyl-3-nitrotolueneHCID 108947—
SolventDimethylformamideHCID 6228—
Product(2-Methyl-3-nitrophenyl)acetonitrileHCID 13530896—

Reaction Conditions

Temperature80 °C

Reaction Steps

1-Chloromethyl-2-methyl-3-nitro-benzene (25g) was dissolved in 125 ml of N,N-dimethylformamide. To this mixture was added 10.89 g of sodium cyanide (Mallinckrodt, Paris, Ky.) and 0.4 g of sodium iodide (Mallinckrodt) and the heterogeneous mixture was heated to 80° C. for 21 hr. The reaction mixture was cooled to room temperature, poured into ether, washed several times with water, dried, and evaporated. The residue was purified by flash chromatography on silica gel eluting with dichloromethane, giving 16.83 g of (2-methyl-3-nitro-phenyl)-acetonitrile as a cream solid. ##STR103##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05952362
Source datasetuspto-grants-1999_09
ORD IDord-75a6e06911574b948b899f047e589356
Source noteuspto-grants-1999_09