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1455037-17-8

2-(1-methoxycyclopropyl)ethan-1-amine synthesis

2synthesis methods
Benzenemethanamine, N-[2-(1-methoxycyclopropyl)ethyl]-N-(phenylmethyl)-

1455037-15-6
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2-(1-methoxycyclopropyl)ethan-1-amine

1455037-17-8
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Yield:1455037-17-8 95%

Reaction Conditions:

with hydrogen;palladium(II) hydroxide in ethanol;water; under 2068.65 Torr; for 4 h;

Steps:

B9

A solution of N,N-dibenzyl-2-(1-methoxycyclopropyl)ethanamine (0.750 g, 2.54 mmol) in EtOH (50 mL) was treated with 20% palladium hydroxide (50 wt % with water, 0.357 g, 0.254 mmol) and hydrogenated (40 psi) for 4 h.
The solids were removed via filtration through diatomaceous earth, rinsed well with MeOH and the filtrate carefully concentrated to near-dryness to afford crude 2-(1-methoxycyclopropyl)ethanamine (361 mg, 95% yield at 77% purity) as a yellow oil which was used without further purification. 1H NMR (400 MHz, DMSO-d6): δ 5.41 (s, 2H), 3.13 (s, 3H), 2.64 (t, J=7.3 Hz, 2H), 1.59 (t, J=7.3 Hz, 2H), 0.62-0.57 (m, 2H), 0.36 (m, 2H).

References:

US2014/315917,2014,A1 Location in patent:Paragraph 0346