Reaktion #2507890

Reaktionsgleichung

Cs2CO3

1-(2-chloroethyl)pyrrolidine, hydrochloride

2-chloro-4-nitrophenol

→

solid

Ausbeute 31.1%

1-(2-(2-chloro-4-nitrophenoxy)ethyl)pyrrolidine

Ausbeute 31.1%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   ExtraktionAfter dilution with H2O (50 mL), the mixture was extracted with EtOAc (2×100 mL)
2. 2
   WaschenThe combined organic layers were washed with H2O (30 mL)
3. 3
   Trocknenwith brine prior to drying over MgSO4
4. 4
   SonstigeAfter removal of the solvent under vacuum
5. 5
   Sonstigethe residue was chromatographed on silica gel using 5%-10% gradient MeOH/CH2Cl2

Vorschrift

A suspension of Cs2CO3 (23.1 g, 71.0 mmol), 1-(2-chloroethyl)pyrrolidine, hydrochloride (9.0 g, 53.2 mmol) and 2-chloro-4-nitrophenol (3.0 g, 17.8 mmol) in DMF (50 mL) was heated at 80° C. for 4 days. After dilution with H2O (50 mL), the mixture was extracted with EtOAc (2×100 mL). The combined organic layers were washed with H2O (30 mL), then with brine prior to drying over MgSO4. After removal of the solvent under vacuum, the residue was chromatographed on silica gel using 5%-10% gradient MeOH/CH2Cl2 to yield yellow brownish solid (1.5 g, 31%) MS (ESI) 271 (M+H)+.

Quelle