Reaktion #2470427

Reaktionsgleichung

8-(4-methylsulphanylphenyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-8-ol

sodium borohydride

sodium hydrogen carbonate

boron trifluoride ethyl etherate

→

title compound

8-(4-Methylsulphanylphenyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyridine

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONis added
2. 2
   workup.STIRRINGthe reaction mixture is stirred at room temperature for 16 hours
3. 3
   Extraktionextracted with dichloromethane (3×)
4. 4
   TrocknenThe combined organic phases are dried with sodium sulphate
5. 5
   Sonstigeevaporated

Vorschrift

12.6 mmol of sodium borohydride are suspended in 6 ml of tetrahydrofuran. 19.1 mmol of boron trifluoride ethyl etherate are added dropwise at 0° C. and the reaction mixture is stirred thoroughly for 10 minutes. A suspension of 1.27 mmol of 8-(4-methylsulphanylphenyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-8-ol in 6 ml of tetrahydrofuran is added and the reaction mixture is stirred at room temperature for 16 hours. The reaction mixture is subsequently poured into saturated aqueous sodium hydrogen carbonate solution and extracted with dichloromethane (3×). The combined organic phases are dried with sodium sulphate and evaporated. From the residue the title compound is obtained by means of flash chromatography (SiO2 60 F) as a white solid. Rf=0.63 (dichloromethane/methanol 9:1); Rt=5.73 (Gradient I).

Quelle