ChemicalBook CAS DataBase List 2-(PHENETHYLAMINO)-1-PHENYL-1-ETHANOL

2-(PHENETHYLAMINO)-1-PHENYL-1-ETHANOL synthesis

5synthesis methods

Product Name:2-(PHENETHYLAMINO)-1-PHENYL-1-ETHANOL
CAS Number:4164-20-9
Molecular formula:C16H19NO
Molecular Weight:241.33

96-09-3 Synthesis

96-09-3
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64-04-0
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4164-20-9
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Benzeneethanol, b-[(2-phenylethyl)amino]-

4164-15-2
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Yield:4164-20-9 54%

Reaction Conditions:

at 200; for 4 h;

Steps:

4.1.2. General procedure for synthesis of the β-aminoalcohols

General procedure: Epoxide (1a-b, 2 mmol, 1 eq) was slowly added during 1 h to theamine (4 mmol, 2eq) in a round-bottom flask in reflux. After the addition was completed, the reaction mixture was stirred at the amine boiling point for 3 h and then cooled to room temperature.The oily product solidified over time and was recrystallized in dichlorometane-hexane (2:8). When necessary, an additional purification was carried out in a short flash chromatography column (Ethyl Acetate-Methanol).

References:

Vaidergorn, Miguel M.;Carneiro, Zumira A.;Lopes, Carla D.;de Albuquerque, Sérgio;Reis, Felipe C.C.;Nikolaou, Sofia;Mello, Juliana F.R. e;Genesi, Giovani L.;Trossini, Gustavo H.G.;Ganesan;Emery, Flavio S. [European Journal of Medicinal Chemistry,2018,vol. 157,p. 657 - 664]