Reaktion #159168

Reaktionsgleichung

2-Bromo-1-(6-bromo-naphthalen-2-yl)-ethanone

4,4-Difluoro-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

Et3N

→

title compound

Ausbeute 83.0%

4,4-Difluoro-pyrrolidine-1,2-dicarboxylic acid 2-[2-(6-bromo-naphthalen-2-yl)-2-oxo-ethyl]ester 1-tert-butyl ester

Ausbeute 83.0%

Lösungsmittel

MeCN

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenwas concentrated
2. 2
   workup.DISSOLUTIONThe resulting residue was dissolved in EtOAc
3. 3
   Waschenwashed with water, saturated aqueous NaHCO3 and brine
4. 4
   TrocknenThe organic layer was dried over MgSO4
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated
7. 7
   SonstigeThe crude material was purified by silica column chromatography (0% to 20% EtOAc/Hex)

Vorschrift

2-Bromo-1-(6-bromo-naphthalen-2-yl)-ethanone (1 g, 3.07 mmol) and 4,4-Difluoro-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester (849 mg, 3.38 mmol) were suspended in MeCN (15 mL) and treated with Et3N (0.45 mL, 312 mmol). After stirring o/n, the reaction mixture was concentrated. The resulting residue was dissolved in EtOAc and washed with water, saturated aqueous NaHCO3 and brine. The organic layer was dried over MgSO4, filtered and concentrated. The crude material was purified by silica column chromatography (0% to 20% EtOAc/Hex) to provide the title compound (1.27 g, 83%).

Quelle