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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2184236Generated: October 30, 2026

Oxygen → 3-Ethoxy-4-methylbenzonitrile

https://huagongshe.com/reaction/2184236

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxygenHCID 977—
ReactantIodoethaneHCID 6340—
ReactantSodium hydrideHCID 24758—
Reactant3-Hydroxy-4-methylbenzonitrileHCID 17750920—
SolventDimethylformamideHCID 6228—
Product3-Ethoxy-4-methylbenzonitrileHCID 2247610372.8%

Reaction Steps

10 g (75 mmol) of 4-methyl-3-hydroxybenzonitrile were deprotonated with 1 eq. of NaH in 100 ml of DMF and then ethylated on the oxygen with 112 mmol of iodoethane. 8.8 g of product were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06900319B2
Source datasetuspto-grants-2005_05
ORD IDord-4cfb28f9a1c144d19bd84868cb31b766
Source noteuspto-grants-2005_05