Reaktion #361872

Reaktionsgleichung

4-(phthalimidomethylthio)pyridine

sodium borohydride

acetic acid

→

desired compound

Ausbeute 58.3%

4-(3-hydroxyisoindolin-1-on-2-ylmethylthio)pyridine

Ausbeute 58.3%

Lösungsmittel

methanol

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto quench
2. 2
   Sonstigethe reaction
3. 3
   workup.DISTILLATIONthe solvent was distilled off
4. 4
   workup.DISSOLUTIONThe residue was dissolved in chloroform
5. 5
   Waschenwashed with water
6. 6
   Sonstigedried
7. 7
   workup.DISTILLATIONthe solvent was distilled off
8. 8
   SonstigeThe residue was purified by recrystallization (recrystallization solvent: ethanol)

Vorschrift

To a solution of 4.01 g (14.8 mmol) of 4-(phthalimidomethylthio)pyridine in 25 ml of methanol, a solution of 1.08 g (29.7 mmol) of sodium borohydride in 20 ml of methanol was added. The mixture was stirred at room temperature for 4 hours. Glacial acetic acid (0.5 ml) was added to quench the reaction, and then the solvent was distilled off. The residue was dissolved in chloroform, washed with water and dried, and the solvent was distilled off. The residue was purified by recrystallization (recrystallization solvent: ethanol) to obtain 2.35 g of the desired compound (yield: 58.3%, yellow crystals).

Quelle