Reaktion #10933

Reaktionsgleichung

Methyl 3-tetrahydropyrrolyl-2-butenoate

N-(bromomethyl)phthalimide

HCl

water

→

desired product

Ausbeute 68.0%

Methyl 2-(phthalimido)methyl-3-oxobutanoate

Ausbeute 68.0%

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwere added into the reaction mixture
2. 2
   FiltrationThe produced solid was filtered under a reduced pressure
3. 3
   Waschenwhile washing with hexane
4. 4
   Sonstigerecrystallized in 100% ethanol

Vorschrift

Methyl 3-tetrahydropyrrolyl-2-butenoate (29.0 g, 171.3 mmol) and N-(bromomethyl)phthalimide (43 g, 179.91 mmol) were dissolved in 250 ml of dimethylformamide, and the resulting mixture was then stirred at room temperature for 16 hours under a nitrogen atmosphere. After checking completion of the reaction with TLC, 1N HCl and water were added into the reaction mixture. The produced solid was filtered under a reduced pressure while washing with hexane and then recrystallized in 100% ethanol, thereby to obtain the desired product (32.26 g, 68%).

Quelle