ChemicalBook CAS DataBase List (R)-2-(4-Methoxyphenyl)-1-methylethanamine

(R)-2-(4-Methoxyphenyl)-1-methylethanamine synthesis

10synthesis methods

Product Name:(R)-2-(4-Methoxyphenyl)-1-methylethanamine
CAS Number:58993-79-6
Molecular formula:C10H15NO
Molecular Weight:165.23

140173-30-4
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(R)-2-(4-Methoxyphenyl)-1-methylethanamine

58993-79-6
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Yield: 99.8%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in methanol at 40; for 24 h;

Steps:

1 4.1.1 Preparation of (R)-1-(4-methoxyphenyl)propan-2-amine (3)
To a solution of compound 2 (13.47 g, 50.0 mmol) in methanol (100 mL), 10% Pd/C (1.35 g) was added, and the mixture was stirred under hydrogen atmosphere (1.5 MPa pressure) at 40 °C for 24 h. The catalyst was filtered off and the solvent was evaporated to give compound 3 as a white solid (8.24 g, 99.8%). IR (KBr): 3294, 2958, 2923, 2847, 1610, 1512, 1458, 1246, 1220, 1025 cm^-1; ¹H NMR (400 MHz, CDCl₃) δ 7.10 (d, J = 7.3 Hz, 2H), 6.84 (d, J = 7.1 Hz, 2H), 3.79 (s, 3H), 3.12 (dd, J = 12.4, 6.0 Hz, 1H), 2.66 (dd, J = 13.4, 5.2 Hz, 1H), 2.47 (dd, J = 13.1, 7.8 Hz, 1H), 1.11 (d, J = 7.6 Hz, 3H). ¹³C NMR (101 MHz, CDCl₃) δ 158.06, 131.74, 130.14, 113.43, 55.22, 48.56, 45.71, 23.46; LC-MS (ESI) m/z [M]⁺ 166.2.

References:

Lu, Chuanjun;Zhou, Qi;Yan, Jun;Du, Zhiyun;Huang, Ling;Li, Xingshu [European Journal of Medicinal Chemistry,2013,vol. 62,p. 745 - 753]

122-84-9 Synthesis