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ChemicalBook CAS DataBase List 3-[2-(diethylamino)ethoxy]aniline

3-[2-(diethylamino)ethoxy]aniline synthesis

3synthesis methods
213606-47-4 Synthesis
Diethyl-[2-(3-nitrophenoxy)ethyl]aMine

213606-47-4
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3-[2-(diethylamino)ethoxy]aniline

34334-19-5
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Yield:34334-19-5 80%

Reaction Conditions:

with tin(ll) chloride in ethanol; for 2 h;Heating / reflux;

Steps:

2.2g

3-(2-Diethylamino-ethoxy)-phenylamine can be prepared by the following procedure. To a solution of diethyl-[2-(3-nitro-phenoxy)-ethyl]-amine (2.72 mmol) (from Example Ig) in EtOH (20 mL) is added SnCl2-2H2O (10.9 mmol). The suspension is refluxed for 2 h. After this time the solvent is removed under reduced pressure. The residue is dissolved in 5% NaOH (50 mL) and extracted withEtOAc (3 x 50 mL). The organic layer is washed once with 5% NaOH (20 mL), brine, dried over Na2SO4 and concentrated to afford the aniline as a brown oil (80%). MS (m/z) (M+l)+ 209.1.

References:

WO2007/38669,2007,A2 Location in patent:Page/Page column 175

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