Reaktion #323635

Reaktionsgleichung

N2

4-(acetylthiomethyl)-2-methylpyridine

→

thiol

Ausbeute 96.0%

4-Mercaptomethyl-2-methylpyridine

Ausbeute 96.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwas washed with ether (2×5 mL)
2. 2
   Extraktionextracted with methylene chloride (3×10 mL)
3. 3
   SonstigeEvaporation of the methylene chloride solution

Vorschrift

To 15 mL of ice-cold, N2 -purged 1N NaOH was added all at once 4-(acetylthiomethyl)-2-methylpyridine (1.358 g, 0.0075 mol). After stirring for 15 min at 0° C. the reaction mixture was washed with ether (2×5 mL), neutralized with concentrated HCl and extracted with methylene chloride (3×10 mL). Evaporation of the methylene chloride solution afforded the thiol (0.89 g, 96%) as a pale yellow oil which gradually became pink on standing: 1Hnmr (CDCl3) δ8.43, 7.37 (ABq, J=5 Hz, 2H), 7.43 (s, 1H), 3.63 (d, J=7.5 Hz, CH2), 2.55 (s, CH3), 1.81 (t, J=7.5 Hz, SH).

Quelle