Reaktion #1994225

Reaktionsgleichung

HCl

Rotigotine HCl

Boc-Glycine-OH

DCC

→

Boc-Gly Rotigotine

Lösungsmittel

diethyl ether

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto give a suspension
2. 2
   FiltrationThe mixture was filtered
3. 3
   Filtrationusing filter paper
4. 4
   SonstigeThe layers were separated
5. 5
   Extraktionthe aqueous phase was extracted with 7 mL of dichloromethane
6. 6
   WaschenThe combined organic phases were washed with water
7. 7
   Trocknenwith brine, dried over Na2SO4
8. 8
   Filtrationfiltered
9. 9
   Einengenconcentrated
10. 10
    Sonstigea rotary evaporator
11. 11
    Sonstigedried in vacuo
12. 12
    Sonstigeto give a crude pale yellow solid
13. 13
    Filtrationfiltered on a glass frit
14. 14
    Waschenwashed with diethyl ether
15. 15
    Sonstigedried in vacuo

Vorschrift

Rotigotine HCl (1.2 g, 3.41 mmol) and Boc-Glycine-OH (1.195 g, 6.82 mmol) were dissolved in dichloromethane (150 ml) to give a suspension. After addition of DMAP (0.625 g, 5.11 mmol) and DCC (1.407 g, 6.82 mmol), the mixture was stirred for 16 hours at room temperature. The mixture was filtered using filter paper and the filtrate was quenched with 51 mL of 0.1 N HCl (5.11 mmol). The layers were separated and the aqueous phase was extracted with 7 mL of dichloromethane. The combined organic phases were washed with water and then with brine, dried over Na2SO4, filtered, concentrated using a rotary evaporator, and dried in vacuo to give a crude pale yellow solid. The crude material was stirred with diethyl ether (50 mL) for 30 minutes, filtered on a glass frit, washed with diethyl ether, and dried in vacuo to give a pale yellow powder Boc-Gly-Rotigotine.HCl (1.258 g, 75% yield).

Quelle