ChemicalBook CAS DataBase List 2-(4-BENZYLOXY-PHENYL)-ETHYLAMINE

2-(4-BENZYLOXY-PHENYL)-ETHYLAMINE synthesis

14synthesis methods

Product Name:2-(4-BENZYLOXY-PHENYL)-ETHYLAMINE
CAS Number:51179-05-6
Molecular formula:C15H17NO
Molecular Weight:227.3

2982-55-0 Synthesis

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Yield: 75%

Reaction Conditions:

with lithium aluminium tetrahydride in tetrahydrofuran at 20; for 3 h;

Steps:

38.C
A solution of the product of Step B (1 .06 g; 4.15 mmol) in anhydrous THF (20 ml) was added drop wise to a suspension of LiAIH₄ (0.52 g; 13.7 mmol) in anhydrous THF (10 ml) over a period of 1 h at room temperature with vigorous stirring. After additional stirring for 2h, the reaction mixture was quenched with H₂O (1 ml), followed by 10% NaOH (2 ml) and H₂O (1 ml). This was stirred for additional 30 min and precipitate formed was filtered off, washed with CH₂CI₂ (3 x 20 ml) and combined filtrates were evaporated to dryness to give the crude title compound (0.71 g; 75%), as a creamy foam, which was used in the next step without further purification. ¹H- NMR (CDCI₃ ) 1.5 (broad s, 2H + H₂O); 2.71 (tr, 2H, J = 6.8 Hz); 2.94 (tr, 2H, J = 6.8 Hz); 5.04 (s, 2H); 6.17 - 6.84 (m, 3H); 7.17 - 7.43 (no, 6H).

References:

AKAAL PHARMA PTY LTD;GILL, Gurmit, S.;GROBELNY, Damian, W. WO2010/42998, 2010, A1 Location in patent:Page/Page column 98