Reaktion #1673565

Reaktionsgleichung

3-quinoline carboxaldehyde

1-phenylpiperazine

sodium triacetoxyborohydride

dichloroethane

→

title compound

[4-(4-quinolin-2-ylmethyl-piperazin-1-yl)-phenyl]-methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe resulting mixture is partitioned between chloroform and aqueous sodium bicarbonate
2. 2
   Trocknenthe organic layer is dried over sodium sulfate
3. 3
   Sonstigethe solvents were removed under reduced pressure
4. 4
   SonstigeThe residue was recrystallized from ethyl acetate

Vorschrift

A mixture of 3-quinoline carboxaldehyde (1 g, 6.36 mmol) and 1-phenylpiperazine (6.68 mmol), and sodium triacetoxyborohydride (2 g, 9.6 mmol) and 20 mL of dichloroethane, is stirred at room temperature for 18 hours. The resulting mixture is partitioned between chloroform and aqueous sodium bicarbonate, the organic layer is dried over sodium sulfate, and the solvents were removed under reduced pressure. The residue was recrystallized from ethyl acetate to give 1.2 g of the title compound as a white solid, mp 145-147° C.

Quelle