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With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 12h;
76.2 Step 2: 3-ethyI-5-methyI-aniline.
To a solution of 3-ethenyl-5-methylaniline (0.98 g, 7.36 mmol) in MeOH (10 ml) under a nitrogen atmosphere was added 10 % Pd/C (200 mg). The suspension was degassed under vacuum and purged with H2 several times. The mixture was stirred under H2 (15 psi) at rt for 12 h. The solution was filtered and the filtrate was concentrated in vacuo to give the title compound as a black oil (Y = 80 %). 'H NMR (400 MHz, DMSO-i) d ppm 6.25 - 6.19 (m, 3H), 4.82 (s, 2H), 2.41 (q, J= 8 Hz, 2H), 2.11 (s, 3H), 1.1 1 (t, J= 8 Hz, 3H).