Reaktion #40903

Reaktionsgleichung

ethyl 7-bromo-1-methyl-1H-indole-2-carboxylate

lithium tetrahydroborate

ammonium chloride

→

titled compound

(7-bromo-1-methyl-1H-indol-2-yl)methanol

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionfollowed by extraction with ethyl acetate
2. 2
   WaschenThe organic layer was washed in turn with water and saturated saline
3. 3
   Trocknendried over anhydrous sodium sulfate
4. 4
   Einengenconcentrated
5. 5
   SonstigeThe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=90:10-70:30)

Vorschrift

To a tetrahydrofuran (40 mL) solution of ethyl 7-bromo-1-methyl-1H-indole-2-carboxylate (1.99 g), lithium tetrahydroborate (463 mg) was added at 0° C., followed by stirring at room temperature for 5 hours. To the reaction mixture, an aqueous saturated ammonium chloride solution was added, followed by extraction with ethyl acetate. The organic layer was washed in turn with water and saturated saline, dried over anhydrous sodium sulfate and then concentrated. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=90:10-70:30) to obtain the titled compound having the following physical properties (880 mg).

Quelle