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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2092400Generated: October 26, 2026

5-Methyl-2-nitroanisole → 2-Methoxy-p-toluidine

https://huagongshe.com/reaction/2092400

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Methyl-2-nitroanisoleHCID 97455—
CatalystNickelHCID 935—
SolventMeOH tetrahydrofuranHCID 21899815—
Product2-Methoxy-p-toluidineHCID 17021995.4%

Reaction Steps

A mixture of 5-methyl-2-nitroanisole (2 g, 12 mmol) and Raney nickel (2.2 g) in MeOH/THF (120 mL, 3:1 v/v) was shaken for 20 h at RT and under 0.1 bar of H2. The reaction mixture was filtered through a pad of celite and the filtrate was concentrated to afford 1.57 g of the title compound as colorless oil. HPLC: LtRet=1.44 min; LC-MS: m/z 138.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440693B2
Source datasetuspto-grants-2013_05
ORD IDord-ec1dca67b21749daae0551e235a0cce2
Source noteuspto-grants-2013_05