Reaktion #515737

Reaktionsgleichung

acetic acid

4-(1H-indol-3-yl)-cyclohexanone

1-(indol-4-yl)piperazine

sodium triacetoxyborohydride

→

product

Ausbeute 53.0%

3-[cis-4-[4-(1H-Indol-4-yl)-1-piperazinyl]cyclohexyl]-1H-indole

Ausbeute 53.0%

Lösungsmittel

1,2-dichloroethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction was quenched with 1N sodium hydroxide (10 ml)
2. 2
   Extraktionextracted with methylene chloride (3×60 ml)
3. 3
   Waschenwashed with brine (3×60 ml)
4. 4
   TrocknenThe organic layer was dried over anhydrous sodium sulfate
5. 5
   Filtrationfiltered

Vorschrift

A solution of 4-(1H-indol-3-yl)-cyclohexanone (0.53 g,2.5 mmol), 1-(indol-4-yl)piperazine (0.5 g, 2.5 mmol), sodium triacetoxyborohydride (0.78 g, 3.5 mmol) and acetic acid (0.14 ml, 2.5 mmol) in 1,2-dichloroethane (11 ml) was allowed to stir at room temperature overnight. The reaction was quenched with 1N sodium hydroxide (10 ml), extracted with methylene chloride (3×60 ml), and washed with brine (3×60 ml). The organic layer was dried over anhydrous sodium sulfate and filtered. Chromatography (10% methanol-ethyl acetate) afforded 0.52 g (53%) of product as a white solid: mp 85-87° C.

Quelle