Reaktion #1366557

Reaktionsgleichung

1-(but-3-yn-1-yl)-4-benzylpiperidine

4-iodoaniline

→

product

Ausbeute 16.0%

1-(4-(4-Aminophenyl)-3-butynyl)-4-benzylpiperidine

Ausbeute 16.0%

Lösungsmittel

Et3N

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe mixture is filtered
2. 2
   Waschenwashed with Et3N (3×15 mL)
3. 3
   SonstigeThe filtrate is evaporated in vacuo
4. 4
   Sonstigeis purified by flash chromatography

Vorschrift

A mixture of 1-(but-3-yn-1-yl)-4-benzylpiperidine (227 mg, 1.00 mmol), 4-iodoaniline (263 mg, 1.20 mmol), copper (I) iodide (15 mg), PdCl2(PPh3)2 (28 mg) in 10 mL of Et3N is stirred at room temperature under N2 for 20 hr. The mixture is filtered and washed with Et3N (3×15 mL). The filtrate is evaporated in vacuo and is purified by flash chromatography to give the product as a pale yellow oil (50 mg, 16%): 1H NMR (CDCl3) 1.29 (m, 2 H) , 1.51 (m, 1 H), 1.66 (m, 2 H), 1.99 (m, 2 H), 2.58 (m, 6 H), 2.91 (m, 2 H), 3.73 (m, 2 H), 6.55 (d, J=7.8 Hz, 2 H), 7.13-7.28 (m, 7 H).

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