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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 642736Generated: October 26, 2026

Water → 3-Methoxy-2-methylaniline

https://huagongshe.com/reaction/642736

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAcetonitrileHCID 6342—
ReactantTrifluoroacetic acidHCID 6422—
Reactant2-Methyl-3-nitroanisoleHCID 78554—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product3-Methoxy-2-methylanilineHCID 1180482298%

Reaction Steps

To a solution of 2-methyl-3-nitro anisole which is commercially available (1a1) (5.1 g; 30.33 mmol; requires ˜30 min. to dissolve) in absolute ethanol (85 mL) was added 10% Pd/C catalyst (500 mg). The solution was hydrogenated under a hydrogen filled balloon at atmospheric pressure and room temperature for 19 h. The reaction mixture was filtered through a Celite pad, rinsed and evaporated to dryness to obtain the compound 1a2 as a deep mauve oil (4.1 g; 29.81 mmol; 98% yield). MS 137 (MH)+. Reverse Phase HPLC Homogeneity@220 nm (0.06% TFA; CH3CN; H2O): 99%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696242B2
Source datasetuspto-grants-2010_04
ORD IDord-7a9eff496655484a89240f91f72dba0b
Source noteuspto-grants-2010_04