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ChemicalBook CAS DataBase List N,N-dimethyl-4-methoxyphenylethylamine

N,N-dimethyl-4-methoxyphenylethylamine synthesis

13synthesis methods
-

Yield:775-33-7 55%

Reaction Conditions:

in tetrahydrofuran at 20; for 18 h;

Steps:


A solution of 3-(4-methoxyphenyl)-1-ethanol (0.30 g, 1.39 mmol) and dimethylamine solution (2.0 M in THF, 2 mL, 4.00 mmol) was stirred in a sealed-tube at rt for 18 hr. The reaction was concentrated in vacuo. Purification by flash chromatography on silica (10% methanol in dichloromethane) afforded the titled compound as a white solid (155 mg, 55%).1H NMR (300 MHz; CDCl3) 2.67 (6H, s), 2.99 (4H, m), 3.83 (3H, s), 6.75 (2H, d, J 8.6 Hz, Ph-H), 7.08 (2H, d, J 8.6 Hz, Ph-H);13C NMR (75.5 MHz; CDCl3) 30.7, 43.6, 55.3, 59.7, 114.2, 128.6, 129.7, 158.6;m/z (+ES) 180 (100, MH+).

References:

Woscholski, Rudiger;Hailes, Helen;Numbere, Macba;Rosivatz, Erika US2009/221702, 2009, A1 Location in patent:Page/Page column 11

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