2-(3-methoxyphenyl)propan-1-amine synthesis
- Product Name:2-(3-methoxyphenyl)propan-1-amine
- CAS Number:5090-33-5
- Molecular formula:C10H15NO
- Molecular Weight:165.23
25310-30-9
10 suppliers
inquiry
5090-33-5
4 suppliers
inquiry
Yield:5090-33-5 56%
Reaction Conditions:
Stage #1: 2-(3-methoxyphenyl)propanenitrilewith lithium aluminium tetrahydride in tetrahydrofuran at 20;Heating / reflux;
Stage #2: with hydrogenchloride;water in tetrahydrofuran;
Steps:
143
To a solution of 2-(3-methoxyphenyl)propanenitrile (1.33 g, 8.26 mmol) in THF (10 mL) at room temperature was added lithium aluminum hydride (9.1 mL, 1M in THF, 9.1 mmol). The reaction was stirred overnight. More lithium aluminum hydride (0.5 mL) was added and the reaction was refluxed for 4 h. 1 N HCl was added carefully to quench the reaction. It was diluted with ether, washed with H2O. Aqueous layer was treated with NaOH and extracted with CH2Cl2. CH2Cl2 layer was washed with saturated NaCl, dried and concentrated to give 2-(3-methoxyphenyl)-propan-1-amine (761 g, 56% yield) as a pale yellow oil. HPLC retention time (Method C)=1.59 min. LC/MS (ESI) (M+H)+=166.07. 1H NMR (CDCl3, 400 MHz) δ ppm 1.24 (d, J=6.85 Hz, 3H), 2.65-2.77 (m, 1H), 2.85 (d, J=8 Hz, 2H), 3.80 (s, 3H), 6.71-6.84 (m, 3H), 7.20-7.26 (m, 1H).
References:
US2007/93523,2007,A1 Location in patent:Page/Page column 56
3179-09-7
65 suppliers
$30.00/1g
5090-33-5
4 suppliers
inquiry
626-20-0
58 suppliers
$97.00/1g
5090-33-5
4 suppliers
inquiry