Water → 3-Methoxy-2-methylaniline

Participants

Reaction Steps

To a solution of 2-methyl-3-nitro anisole which is commercially available (2a1) (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 hrs. The reaction mixture was filtered through a Celite pad, rinsed and evaporated to dryness to obtain the compound 2a2 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