ChemicalBook CAS DataBase List 4-methoxy-3-methylaniline

4-methoxy-3-methylaniline synthesis

12synthesis methods

Product Name:4-methoxy-3-methylaniline
CAS Number:136-90-3
Molecular formula:C8H11NO
Molecular Weight:137.18

The synthesis of 4-methoxy-3-methylaniline is as follows:
4-Methoxy-3-methyl-phenylamine10% Palladium on carbon (10% Pd/C) (1.5 g) was added to a solution of 1 -methoxy-2- methyl-4-nitrobenzene (9.5 g, 57 mmol) in methanol (100 ml_). The mixture was stirred under a hydrogen atmosphere (1 atm.) at room temperature for 16 h. The mixture was filtered through a pad of CELITE and the filtrate was evaporated in vacuo to yield 4- methoxy-3-methylphenylamine (8.0 g, 57 mmol, 100%).
synthesis of 4-methoxy-3-methylaniline.png

synthesis of 4-methoxy-3-methylaniline.png

50741-92-9
101 suppliers
$10.00/1g

136-90-3
117 suppliers
$6.00/250mg

Yield: 100%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in methanol at 20; under 760.051 Torr; for 16 h;

Steps:

V.b
b) 4-Methoxy-3-methyl-phenylamine10% Palladium on carbon (10% Pd/C) (1.5 g) was added to a solution of 1 -methoxy-2- methyl-4-nitrobenzene (9.5 g, 57 mmol) in methanol (100 ml_). The mixture was stirred under a hydrogen atmosphere (1 atm.) at room temperature for 16 h. The mixture was filtered through a pad of CELITE and the filtrate was evaporated in vacuo to yield 4- methoxy-3-methylphenylamine (8.0 g, 57 mmol, 100%).Data for 4-methoxy-3-methylphenylamine: ¹H NMR (400 MHz, CDCI₃): δ 6.67 (d, 1 H), 6.54 (dd, 1 H), 6.50 (d, 1 H), 3.77 (s, 3H), 3.29 (br s, 2H, amine NH₂), 2.18 (s, 3H) ppm; MS (ESI) m/z: 138 ([M+H]⁺).

References:

AKZO NOBEL N.V.;PHARMACOPEIA DRUG DISCOVERY, INC. WO2006/95014, 2006, A1 Location in patent:Page/Page column 33

578-58-5 Synthesis