Reaktion #53754

Reaktionsgleichung

acetic acid

piperidine

methyl 4-(2-(phthalimido)ethoxy)acetoacetate

2-chlorobenzaldehyde

→

Methyl 2-(o-chlorobenzylidene)-4-(2-phthalimidoethoxy)acetoacetate

Lösungsmittel

2-propanol

2-propanol

2-propanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   Temperaturthe solution was cooled to 0-5° C
3. 3
   SonstigeThe isopropanolic layer was separated
4. 4
   Waschenthe organic layer was again washed with 53 ml of 2-propanol
5. 5
   workup.ADDITIONThe organic layer, containing the desired product
6. 6
   Sonstigewas evaporated to dryness in order
7. 7
   Sonstigeto remove the residual solvent

Vorschrift

85 g of methyl 4-(2-(phthalimido)ethoxy)acetoacetate was agitated with 31.7 ml of 2-chlorobenzaldehyde and 37 ml of 2-propanol at 20-25° C. The solution of 1.1 ml of piperidine in 14 ml of 2-propanol was added dropwise during 1.5 hour. The mixture was than agitated for 2 hours at the same temperature and for 2 hours at 35-40° C. The mixture was acidified with 1.5 ml of acetic acid, 140 ml of 2-propanol was added and the solution was cooled to 0-5° C. The isopropanolic layer was separated and the organic layer was again washed with 53 ml of 2-propanol. The organic layer, containing the desired product, was evaporated to dryness in order to remove the residual solvent.

Quelle