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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1703531Generated: October 30, 2026

2-(Chloromethyl)-1-ethyl-4-nitrobenzene → 4-Ethyl-3-methylaniline

https://huagongshe.com/reaction/1703531

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Chloromethyl)-1-ethyl-4-nitrobenzeneHCID 12375939—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventAcetic AcidHCID 176—
Product4-Ethyl-3-methylanilineHCID 14833138—

Reaction Steps

α-Chloro-2-ethyl-5-nitrotoluene (40.0 g.) was dissolved in glacial acetic acid and shaken with 5% Pd/C in a hydrogen atmosphere (6.7 g.) in a Parr hydrogenator. When reduction was complete, the crude product was isolated, taken up in ether, washed with water, dilute base and water. After stirring the ether solution over solid K2CO3, the product was isolated as a liquid, 96% pure by glc.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04124639
Source datasetuspto-grants-1978_11
ORD IDord-4d0ff86dcd1b402c95de2138df8f2bae
Source noteuspto-grants-1978_11