Reaktion #40751

Reaktionsgleichung

acetic acid

NaBH(OAc)3

(1-ethyl-2-naphthalen-1-yl-1H-imidazol-4-yl)-piperidin-4-yl-methanol

cyclobutanone

→

title compound

(1-cyclobutyl-piperidin-4-yl)-(1-ethyl-2-naphthalen-1-yl-1H-imidazol-4-yl)-methanol

Lösungsmittel

CH2Cl2

—

CH2ClCH2Cl

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with Na2CO3 (1M), H2O and brine
2. 2
   Sonstigedried
3. 3
   Sonstigesolvent removed
4. 4
   SonstigeThe crude is purified by column (2% Et3N, 3% MeOH in EtOAc)

Vorschrift

To a solution of (1-ethyl-2-naphthalen-1-yl-1H-imidazol-4-yl)-piperidin-4-yl-methanol (0.53 g) in CH2ClCH2Cl (12 ml) is added cyclobutanone (0.95 ml), followed by NaBH(OAc)3 and acetic acid (0.1 ml). The resulting mixture is stirred at rt overnight, diluted with CH2Cl2, washed with Na2CO3 (1M), H2O and brine, dried and solvent removed. The crude is purified by column (2% Et3N, 3% MeOH in EtOAc) to afford the title compound as a white solid, LCMS 390.1 (M+1).

Quelle