Reaktion #490464

Reaktionsgleichung

MeI

water

compound 4b

(S)-tert-Butyl (1-benzoylpyrrolidin-3-yl)carbamate

NaH

→

compound 4c

Ausbeute 76.3%

(S)-tert-Butyl (1-benzoylpyrrolidin-3-yl)(methyl)carbamate

Ausbeute 76.3%

Lösungsmittel

EtOAc

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto warm to room temperature
2. 2
   workup.STIRRINGwith continuous stirring for 2 h
3. 3
   ExtraktionThe aqueous layer was extracted with EtOAc twice
4. 4
   TrocknenThe organic phase was dried over Na2SO4
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated under reduced pressure
7. 7
   SonstigePurification of the residue by flash column chromatography (silica gel, 35% EtOAc/hexanes)

Vorschrift

To a solution of compound 4b (0.15 g, 0.517 mmol) in DMF (2 mL) was added NaH (60% in mineral, 31 mg, 0.775 mmol) at 0° C. under nitrogen. The reaction was stirred at 0° C. for 30 min and then MeI (0.065 mL, 1.034 mmol) was added. The reaction was allowed to warm to room temperature with continuous stirring for 2 h. To the reaction mixture was added water and EtOAc. The aqueous layer was extracted with EtOAc twice. The organic phase was dried over Na2SO4, filtered, and concentrated under reduced pressure. Purification of the residue by flash column chromatography (silica gel, 35% EtOAc/hexanes) gave compound 4c (0.12 g). MS m/z (M-Boc+) 204.2.

Quelle