ChemicalBook CAS DataBase List 1-(4-methoxyphenyl)-1-methylethylamine

1-(4-methoxyphenyl)-1-methylethylamine synthesis

7synthesis methods

Product Name:1-(4-methoxyphenyl)-1-methylethylamine
CAS Number:30568-44-6
Molecular formula:C10H15NO
Molecular Weight:165.23

Benzene, 1-(1-azido-1-methylethyl)-4-methoxy-

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30568-44-6
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Yield:30568-44-6 95%

Reaction Conditions:

with sodium chloride;sodium hydrogencarbonate in methanol;

Steps:

10.a 10 (a) (ii) 1-(4-Methoxyphenyl)-1-methylethylamine

10 (a) (ii) 1-(4-Methoxyphenyl)-1-methylethylamine 1.58 g of platinum oxide were added to a solution of 21.0 g of 1-(4-methoxyphenyl)-1-methylethyl azide [prepared as described in step (a) above] in 100 ml of methanol. The reaction mixture was then stirred for 5 hours under a stream of hydrogen. At the end of this time, the mixture was filtered, diluted with methylene chloride, and washed with an aqueous solution of sodium hydrogencarbonate, with water and with a saturated aqueous solution of sodium chloride, in that order. It was then dried over anhydrous magnesium sulfate, and concentrated by evaporation under reduced pressure, to give 17.2 g (yield 95%) of the title compound. Nuclear Magnetic Resonance Spectrum (CDCl₃), δ ppm: 1.49 (6H, singlet); 1.89 (2H, singlet); 3.80 (3H, singlet); 6.86 (2H, doublet, J=9 Hz); 7.43 (2H, doublet, J=9 Hz). Infrared Absorption Spectrum (KBr), ν_cm^-1: 2963, 2936, 1611, 1513, 1298, 1248, 1183, 1035, 831.

References:

US5536714,1996,A