Reaktion #215086

Reaktionsgleichung

azetidinone

4-carbomethoxy-3-phthalimido-1-(p-methoxybenzyl)azetidin-2-one

potassium persulfate

disodium phosphate

→

4-carbomethoxy-3-phthalimido-azetidin-2-one

Lösungsmittel

acetonitrile

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was cooled
2. 2
   Sonstigethe acetonitrile removed in vacuum
3. 3
   Extraktionthe aqueous residue saturated with sodium chloride and extracted
4. 4
   Temperaturwith warm (40°) hexane (3×100 ml)
5. 5
   ExtraktionThe ethyl acetate extract
6. 6
   Waschenwas washed with sodium bicarbonate, brine
7. 7
   Sonstigedried
8. 8
   Sonstigeevaporated to dryness

Vorschrift

A solution of 2.45 g (6.22 mmol) of the azetidinone in 250 ml of acetonitrile and 75 ml of water was degassed with argon. At 80°, a degassed solution of 23.5 g (87.2 mmol) of potassium persulfate and 7.77 g (55 mmol) of disodium phosphate was added in 6 portions over 1 hour. The mixture was cooled, the acetonitrile removed in vacuum, the aqueous residue saturated with sodium chloride and extracted with warm (40°) hexane (3×100 ml) then with ethyl acetate (5×125 ml). The ethyl acetate extract was washed with sodium bicarbonate, brine, dried and evaporated to dryness. Titration with ether gave 4-carbomethoxy-3-phthalimido-azetidin-2-one, m.p. 124°-6°.

Quelle