ChemicalBook CAS DataBase List 2-Azepan-1-yl-ethylamine

2-Azepan-1-yl-ethylamine synthesis

6synthesis methods

Product Name:2-Azepan-1-yl-ethylamine
CAS Number:51388-00-2
Molecular formula:C8H18N2
Molecular Weight:142.24

A mixture of 2-(azepan-1-yl)acetonitrile (5.58 g, 40.4 mmol) and Raney Nickel (50% w/w in water, ca. 5 mL) in EtOH (50 mL) and cNH3 (4 mL) was stirred under H2 (60 psi) for 16 h. The mixture was filtered through Celite, washed with EtOH (3 x 10 mL) and the solvent evaporated to give crude 2-Azepan-1-yl-ethylamine as an oil.

54714-50-0 Synthesis

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51388-00-2
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Yield:51388-00-2 35%

Reaction Conditions:

with ammonia;hydrogen;nickel in ethanol;water; under 3102.97 Torr; for 16 h;

Steps:

184

2-(1-Azepanyl)ethylamine (291). A mixture of nitrile 290 (5.58 g, 40.4 mmol) and Raney Nickel (50% w/w in water, ca. 5 mL) in EtOH (50 mL) and cNH₃ (4 mL) was stirred under H₂ (60 psi) for 16 h. The mixture was filtered through Celite, washed with EtOH (3 x 10 mL) and the solvent evaporated to give crude diamine 291 as an oil (2.03 g, 35%) which was used without further purification: ¹H NMR δ 2.72 (t, J = 6.1 Hz, 2 H, CH₂N), 2.60-2.68 (m, 4 H, 2 x CH₂N), 2.53 (t, J = 6.1 Hz, 2 H, CH₂N), 1.55-1.66 (m, 10 H, 4 x CH₂, NH₂).

References:

WO2006/104406,2006,A1 Location in patent:Page/Page column 168