Reaktion #549236

Reaktionsgleichung

3-(chloromethyl) indole

trichloroacetamidine

→

N-(3-indolylmethyl) trichloroacetamidine

Lösungsmittel

ether

ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture is heated
2. 2
   Temperaturat reflux for 3 hours
3. 3
   Einengenconcentrated in vacuo to an oil
4. 4
   Filtrationfiltered
5. 5
   Waschenthe chloroform extracts washed first with water
6. 6
   Extraktionthe product extracted with chloroform
7. 7
   WaschenThe combined chloroform extracts are washed with water
8. 8
   Trocknendried over magnesium sulfate
9. 9
   Filtrationfiltered
10. 10
    Einengenconcentrated in vacuo

Vorschrift

A solution of 8.3 g. (0.05 mole) of 3-(chloromethyl) indole in 30 ml. of ether is mixed with a solution of 8.1 g. (0.05 mole) of trichloroacetamidine, also in ether. The mixture is heated at reflux for 3 hours, and concentrated in vacuo to an oil. This is taken up in warm chloroform, filtered, and the chloroform extracts washed first with water and then with dilute hydrochloric acid. The aqueous layers are combined, made basic with a saturated aqueous solution of sodium bicarbonate and the product extracted with chloroform. The combined chloroform extracts are washed with water, dried over magnesium sulfate, filtered and concentrated in vacuo affording N-(3-indolylmethyl) trichloroacetamidine m.p. 135.5 to 138.5 after recrystallization from benzene/hexane.

Quelle