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85336-17-0

Benzenamine, 5-(1,1-dimethylethyl)-2-methyl- synthesis

5synthesis methods
-

Yield:85336-17-0 99%

Reaction Conditions:

with methanol;palladium 10% on activated carbon;hydrogen at 30; for 3 h;

Steps:

3

Into a 300 mL three-necked flask, 4-(tert-butyl)-1-methyl-2-nitrobenzene (1.77 g, 9.16 mmol) was introduced and diluted with methanol (40 mL), followed by addition of 10% Pd/C (174 mg).
The container was purged with hydrogen and the mixture was stirred at 30° C. for 3 hours.
The reaction mixture was filtered through celite and the celite was washed with methanol (10 mL), and the filtrate was then concentrated to obtain 5-tert-butyl-2-methylaniline (1.48 g, yield: 99%).
1H-NMR (400 MHz, CDCl3): σ=6.98 (d, J=8.0 Hz, 1H), 6.75 (dd, J=2.0, 8.0 Hz, 1H), 6.72 (d, J=2.0 Hz, 1H), 2.13 (s, 3H), 1.28 (s, 9H).

References:

US2021/47254,2021,A1 Location in patent:Paragraph 0373; 0376-0377